Supporting Information
|
|
- Joanna Baker
- 5 years ago
- Views:
Transcription
1 Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2013 Paraldehyde as an Acetaldehyde Precursor in Asymmetric Michael Reactions Promoted by Site-Isolated Incompatible Catalysts Xinyuan Fan, [a] Carles Rodríguez-Escrich, [a] Sonia Sayalero, [a] [a, b] and Miquel A. Pericàs* chem_ _sm_miscellaneous_information.pdf
2 Supporting Information Paraldehyde as an Acetaldehyde Precursor in Asymmetric Michael Reactions Promoted by Site-isolated Incompatible Catalysts ** Xinyuan Fan, Carles Rodríguez-Escrich, Sonia Sayalero, Miquel A. Pericàs* Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans, 16, Tarragona (Spain) and Departament de Química rgànica, Universitat de Barcelona (UB), Barcelona (Spain) Table of Contents 1. General information S2 2. Study of the acid-catalyzed paraldehyde decomposition S2 3. Confinement of catalyst 2 in a tea-bag S3 4. General procedure for Michael reaction S General procedure for the obtention of aldehyde products (without reduction) S General procedure for the obtention of alcohol products (with reduction) S3 5. Characterization data for alcohols 4 S4 6. Pictures of reaction set-up, HPLC chromatograms, 1 H and 13 C NMR spectra S6 7. References S27 S1
3 1. General information Unless otherwise stated, all commercial reagents were used as received. Flash chromatography was carried out using 60 mesh silica gel and dry-packed columns. Thin layer chromatography was carried out using Merck TLC Silicagel 60 F254 aluminum sheets. Components were visualized by UV light (λ = 254 nm) and stained with p-anisaldehyde or phosphomolybdic dip. NMR spectra were registered in a Bruker Advance 400 Ultrashield spectrometer in CDCl 3 at room temperature, operating at 400 or 500 MHz ( 1 H) and 100 or 126 MHz ( 13 C{ 1 H}). TMS was used as internal standard for 1 H NMR and CDCl 3 for 13 C NMR. Chemical shifts are reported in ppm referred to TMS. IR spectra were recorded on a Bruker Tensor 27 FT-IR spectrometer. Elemental analyses of the polystyrene supported catalysts were performed on a LEC CHNS 932 micro-analyzer at the Universidad Complutense de Madrid, Spain. High performance liquid chromatography (HPLC) was performed on an Agilent Technologies chromatograph (1100 Series), using Chiralcel columns and guard columns. Racemic standard products were prepared according to reported procedures catalyzed by racemic catalyst in order to establish HPLC conditions. The absolute configuration of the reaction products was confirmed by HPLC, by comparison with reported data. Catalyst 1 was prepared according to the previous reported procedure. [1] Catalyst 2 was purchased from Novabiochem. The tea-bag was made of a real tea-bag, which was purchased from Müller. 2. Study of the acid-catalyzed paraldehyde decomposition 10 mol% acidic catalyst RT, 90 min., CDCl 3 3 Entry Acidic catalyst bservation 1 AcH No acetaldehyde, only paraldehyde. 2 PhCH No acetaldehyde, only paraldehyde. 3 p-c 6H 4CH No acetaldehyde, only paraldehyde. 4 p-mec 6H 4S 3H acetaldehyde / paraldehyde, 70 : 30. In order to find a suitable co-catalyst for the generation of acetaldehyde from paraldehyde, four acids were tested. To a NMR tube, 10 mol% of acidic catalyst was mixed with paraldehyde in CDCl 3. The mixture was detected directly by NMR after shaking for 90 minutes at room temperature. Commonly used acidic additives such as acetic acid, benzoic acid and p-nitrobenzoic acid, were not able to decompose paraldehyde as none of these three reaction mixtures showed acetaldehyde signal in the 1 H NMR spectra. Nevertheless, the S2
4 strongest acidic catalyst, p-toluenesulfonic acid (PTSA) catalyzed the decomposition reaction and a 30 : 70 ratio of paraldehyde to acetaldehyde was detected. 3. Confinement of catalyst 2 in a tea-bag Catalyst 2 (f = 3.0 mmol g-1, 6.7 mg, 0.02 mmol) was enclosed in a tea-bag, which was then closed with fine cotton thread. This tea-bag was washed with CH2Cl2 twice before using. Figure 1. Homemade tea-bag on a coin (1 euro). 4. General procedure for Michael reaction 4.1 General procedure for the obtention of aldehyde products (without reduction) 1 (20 mol%), 2 (10 mol%) CH2Cl2, RT + N2 N2 Catalyst 1 (20 mol%, 0.04 mmol), co-catalyst 2 (10 mol%, 0.02 mmol) in a homemade teabag and trans-β-nitrostyrene (0.2 mmol) were mixed in a vial with degassed anhydrous CH2Cl2 (1 ml) in a glove box. Then paraldehyde (0.66 mmol) was added and the vial was sealed and shaken at room temperature. After 24 h, the mixture was filtered and washed with CH2Cl2 (3 1 ml). The filtrates were combined and the solvent was removed under reduced pressure. Product was purified by flash chromatography on silica gel, with hexanes/ethyl acetate mixtures as eluent. 4.2 General procedure for the obtention of alcohol products (with reduction) 1) 1 (20 mol%), 2 (10 mol%) CH2Cl2, RT + R N2 2) EtH, NaBH4, 0 oc, 20 min R N2 Catalyst 1 (20 mol%, 0.04 mmol), catalyst 2 (10 mol%, 0.02 mmol) in a homemade tea-bag and the corresponding nitroalkene compound (0.2 mmol) were mixed in a vial with degassed S3
5 anhydrous CH 2 Cl 2 (1 ml) in a glove box. Then, paraldehyde (0.66 mmol) was added and the vial was sealed and shaken at room temperature. After 24 h, the mixture was filtered and washed with CH 2 Cl 2 (3 1 ml). The filtrates were combined and the solvent was removed under reduced pressure. The crude aldehyde product was dissolved in 0.5 ml EtH. After that, this solution was slowly added into a NaBH 4 (0.6 mmol) solution in 0.2 ml EtH under stirring at 0 º C (note: longer reaction time under room temperature could cause low reduction yield). After 20 min, the reaction mixture was treated with saturated aqueous NH 4 Cl solution (5 ml) and extracted with CH 2 Cl 2 (3 3 ml). The organic fraction was dried over MgS 4 and concentrated under reduced pressure at room temperature. Products were purified by flash chromatography on silica gel, with hexanes/ethyl acetate mixtures as eluent. 5. Characterization data for Michael products 4a. [2] 1 H NMR (500 MHz, CDCl 3 ): δ = 2.95 (d, J = 7.1 Hz, 2H), (m, 1H), (m, 2H), (m, 5H), 9.71 (t, J = 1.9 Hz, 1H); HPLC (Chiralcel AS-H, Hexane/i-Propanol (70:30), flow rate = 1.0 ml min -1, λ = 210 nm): t major = 14.5 min, t minor = 19.2 min. F N 2 4b. 1 H NMR (500 MHz, CDCl 3 ): δ = 1.42 (s, 1H), (m, 2H), (m, 1H), (m, 1H), (m, 1H), (m, 2H), (m, 2H) (m, 2H); 13 C{H} NMR (126 MHz, CDCl 3 ): δ = (d, J = Hz), (d, J = 4.7 Hz), (d, J = 8.6 Hz), (d, J = 13.6 Hz), (d, J = 3.5 Hz), (d, J = 22.3 Hz), 79.1 (d, J = 2.9 Hz), 60.1, 36.5, 34.6 (d, J = 1.9 Hz); IR (ATR): ν = 758, 1044, 1224, 1378, 1491, 1547, 2885, 2925, 3359 cm -1 ; HRMS calcd for C 10 H 11 F (M - H 2 + H) + : , found: ; HPLC (Chiralcel D-H, Hexane/i-Propanol (96:4), flow rate = 0.8 ml min -1, λ = 210 nm): t major = 61.5 min, t minor = min. [α] D = (c = in CHCl 3 ). Cl N 2 4c. 1 H NMR (500 MHz, CDCl 3 ): δ = 1.44 (s, 1H), (m, 2H), (m, 1H), (m, 1H), (m, 1H), (m, 2H), (m, 3H) 7.41 (dd, J = 7.8, 1.1 Hz, 1H); 13 C{H} NMR (126 MHz, CDCl 3 ): δ = 136.5, 134.4, 130.5, 129.0, 128.3, 127.6, 79.1, 60.1, 37.6, 34.9; IR (ATR): ν = 756, 1037, 1378, 1434, 1476, 1547, 2885, 2923, 3359 cm -1 ; HRMS calcd for C 10 H 11 Cl (M - H 2 + H) + : , found: ; HPLC (Chiralpak IC, Hexane/i-Propanol (90:10), flow rate = 1.0 ml min -1 25, λ = 210 nm): t major = 19.6 min, t minor = 17.0 min. [α] D = (c = 0.17 in CHCl 3 ). S4
6 Br N 2 4d. [3] 1 H NMR (500 MHz, CDCl 3 ): δ = 1.47 (t, J = 5.0 Hz, 1H), (m, 2H), (m, 2H), (m, 1H), (m, 2H), (m, 1H), 7.24 (dd, J = 7.8, 1.7 Hz, 1H), 7.33 (td, J = 7.5, 1.2 Hz, 1H), 7.60 (dd, J = 8.0, 1.2 Hz, 1H); 13 C{H} NMR (126 MHz, CDCl 3 ): δ = 138.2, 133.8, 129.3, 128.2, 128.1, 125.1, 79.3, 60.0, 39.8, 35.2; HPLC (Chiralpak IC, Hexane/i-Propanol (90:10), flow rate = 1.0 ml min -1, λ = 210 nm): t major = 20.9 min, t minor = 17.7 min. Cl N 2 4e. 1 H NMR (500 MHz, CDCl 3 ): δ = (m, 1H), (m, 1H), (m, 1H), (m, 1H), (m, 1H), 4.60 (dd, J = 12.6, 8.6 Hz, 1H), 4.67 (dd, J = 12.6, 6.8 Hz, 1H), (m, 1H), 7.22 (d, J = 1.9 Hz, 1H), (m, 2H); 13 C{H} NMR (126 MHz, CDCl 3 ): δ = 141.0, 134.9, 130.3, 128.1, 127.8, 125.9, 80.2, 59.6, 40.7, 35.5; IR (ATR): ν = 756, 1037, 1378, 1434, 1476, 1547, 2885, 2923, 3359 cm -1 ; HRMS calcd for C 10 H 11 Cl (M - H 2 + H) + : , found: ; HPLC (Chiralpak D-H, Hexane/i-Propanol (90:10), flow rate = 1.0 ml min -1, λ 25 = 210 nm): t major = 22.5 min, t minor = 20.3 min. [α] D = (c = in CHCl 3 ). Cl N 2 4f. [3] 1 H NMR (500 MHz, CDCl 3 ): δ = 1.25 (s, 1H), (m, 1H), (m, 1H), (m, 1H), (m, 1H), (m, 1H), 4.58 (dd, J = 12.4, 8.7 Hz, 1H), 4.66 (dd, J = 12.5, 6.7 Hz, 1H), 7.17 (d, J = 8.4 Hz, 2H), 7.32 (d, J = 8.4 Hz, 2H); 13 C{H} NMR (126 MHz, CDCl 3 ): δ = 137.5, 133.8, 129.4, 129.1, 80.5, 59.8, 40.6, 35.7; HPLC (Chiralpak IC, Hexane/i-Propanol (90:10), flow rate = 1.0 ml min -1, λ = 210 nm): t major = 19.3 min, t minor = 17.0 min. 4g. [3] 1 H NMR (500 MHz, CDCl 3 ): δ = (m, 2H), (m, 1H), (m, 2H), 3.79 (s, 3H, CH 3 ), 4.56 (dd, J = 12.2, 8.3 Hz, 1H), 4.62 (dd, J = 12.2, 7.2 Hz, 1H), 6.87 (d, J = 8.6 Hz, 2H), 7.14 (d, J = 8.6 Hz, 2H); 13 C{H} NMR (126 MHz, CDCl 3 ): δ = 159.2, 130.8, 128.7, 114.6, 81.1, 60.1, 55.4, 40.6, 35.8; HPLC (Chiralpak IC, Hexane/i-Propanol (90:10), flow rate = 1.0 ml min -1, λ = 210 nm): t major = 34.8 min, t minor = 30.1 min. 4h. [3] 1 H NMR (500 MHz, CDCl 3 ): δ = 1.31 (s, 1H), (m, 2H), (m, 1H), (m, 2H), 4.54 (dd, J = 12.2, 8.5 Hz, 1H), 4.61 (dd, J = 12.2, 7.0 Hz, 1H), 5.95 (s, 2H), (m, 2H), 6.76 (d, J = 7.8 Hz, 1H); 13 C{H} NMR (126 MHz, CDCl 3 ): δ = 148.3, 147.3, 132.6, 121.1, 108.8, S5
7 107.7, 101.4, 81.0, 60.0, 41.1, 35.8; HPLC (Chiralpak D-H, Hexane/i-Propanol (90:10), flow rate = 1.0 ml min -1, λ = 210 nm): tmajor = 39.5 min, tminor = 34.4 min. N 2 4i. [3] 1 H NMR (500 MHz, CDCl 3 ): δ = 1.54 (s, 1H), (m, 2H), (m, 1H), (m, 1H), (m, 1H), 4.63 (dd, J = 12.5, 6.7 Hz, 1H), 4.68 (dd, J = 12.5, 8.0 Hz, 1H), 6.19 (d, J = 3.2 Hz, 1H), 6.31 (dd, J = 3.2, 1.9 Hz, 1H), 7.36 (dd, J = 1.9, 0.8 Hz, 1H); 13 C{H} NMR (126 MHz, CDCl 3 ): δ = 152.1, 142.5, 110.5, 107.7, 78.4, 60.0, 35.0, 33.8; HPLC (Chiralpak IC, Hexane/i-Propanol (90:10), flow rate = 1.0 ml min -1, λ = 210 nm): t major = 19.4 min, t minor = 16.8 min. H 4j. [3] 1 H NMR (400 MHz, CDCl 3 ): δ = 1.40 (br s, 1H), (m, 4H), 2.43 (hept, J = 6.5 Hz, 1H), 2.69 (t, J = 8.4 Hz, 2H), (m, 2H), 4.44 (dd, J = 12.0, 6.5 Hz, 1H), 4.51 (dd, J = 12.0, 6.3 Hz, 1H), (m, 3H), (m, 2H); 13 C{H} NMR (100 MHz, CDCl 3 ): δ = 141.1, 128.5, 128.3, 126.2, 79.2, 60.1, 34.4, 33.9, 33.3, 32.7; HPLC (Chiralpak IC, Hexane/CH 2 Cl 2 /i-propanol (54:45:1), flow rate = 1.0 ml min -1, λ = 230 nm): tmajor = 14.2 min, tminor = 16.3 min. 6. Pictures of reaction set-up, HPLC chromatograms, 1 H and 13 C NMR spectra Figure 2. Reaction under moisture (left, catalyst 1 is dark red after reaction) and reaction in degassed anhydrous CH 2 Cl 2 in a glovebox (right, catalyst 1 is yellow after reaction). S6
8 Chiralcel AS-H, Hexane/i-Propanol 70:30, flow rate 1.0 ml min -1, λ = 210 nm S7
9 Chiralcel D-H, Hexane/i-Propanol 96:4, flow rate 0.8 ml min -1, λ = 210 nm F S8
10 Chiralpak IC, i-propanol/hexane = 10/90, 25 o C, flow rate = 1.0 ml/min, λ = 210 nm Cl S9
11 Chiralpak IC, i-propanol/hexane = 10/90, 25 o C, flow rate = 1.0 ml/min, λ = 210 nm Br S10
12 Chiralpak D-H, i-propanol/hexane = 10/90, 25 o C, flow rate = 1.0 ml/min, λ = 210 nm Cl S11
13 Chiralpak IC, i-propanol/hexane = 10/90, 25 o C, flow rate = 1.0 ml/min, λ = 210 nm Cl S12
14 Chiralpak IC, i-propanol/hexane = 10/90, 25 o C, flow rate = 1.0 ml/min, λ = 210 nm S13
15 Chiralpak D-H, i-propanol/hexane = 10/90, 25 o C, flow rate = 1.0 ml/min, λ = 210 nm S14
16 Chiralpak IC, i-propanol/hexane = 10/90, 25 o C, flow rate = 1.0 ml/min, λ = 210 nm S15
17 Chiralpak IC, Hexane/CH 2 Cl 2 /i-propanol (54:45:1), flow rate = 1.0 ml min -1, λ = 230 nm H S16
18 F S17
19 Cl S18
20 Br S19
21 Cl S20
22 Cl S21
23 S22
24 S23
25 S24
26 H S25
27 S26
28 7. References [1] a) X. Fan, S. Sayalero, M. A. Pericàs, Adv. Synth. Catal. 2012, 354, ; b) E. Alza, M. A. Pericàs, Adv. Synth. Catal. 2009, 351, [2] a) P. García-García, A. Ladépêche, R. Halder, B. List, Angew. Chem. Int. Ed. 2008, 47, ; b) Y. Hayashi, T. Itoh, M. hkubo, H. Ishikawa, Angew. Chem. Int. Ed. 2008, 47, [3] Y. Qiao, J. He, B. Ni, A. D. Headley, Adv. Synth. Catal. 2012, 354, S27
Supporting Information
Supporting Information Wiley-VCH 2006 69451 Weinheim, Germany A Highly Enantioselective Brønsted Acid Catalyst for the Strecker Reaction Magnus Rueping, * Erli Sugiono and Cengiz Azap General: Unless otherwise
More informationTable of Contents 1. General procedure for the chiral phosphoric acid catalyzed asymmetric reductive amination using benzothiazoline
Enantioselective Organocatalytic Reductive Amination of Aliphatic Ketones by Benzothiazoline as Hydrogen Donor Kodai Saito, Takahiko Akiyama* Department of Chemistry, Faculty of Science, Gakushuin University,
More informationSupporting Information
Supporting Information Wiley-VCH 2008 69451 Weinheim, Germany Concise Stereoselective Synthesis of ( )-Podophyllotoxin by Intermolecular Fe III -catalyzed Friedel-Crafts Alkylation Daniel Stadler, Thorsten
More informationSupporting information. Direct Enantioselective Aldol Reactions catalyzed by a Proline-Thiourea Host- Guest Complex
Supporting information Direct Enantioselective Aldol Reactions catalyzed by a Proline-Thiourea Host- Guest Complex Ömer Reis, Serkan Eymur, Barbaros Reis, Ayhan S. Demir* Department of Chemistry, Middle
More informationMetal-free general procedure for oxidation of secondary amines to nitrones
S1 Supporting information Metal-free general procedure for oxidation of secondary amines to nitrones Carolina Gella, Èric Ferrer, Ramon Alibés, Félix Busqué,* Pedro de March, Marta Figueredo,* and Josep
More informationSupporting Information
Supporting Information An L-proline Functionalized Metallo-organic Triangle as Size-Selective Homogeneous Catalyst for Asymmertry Catalyzing Aldol Reactions Xiao Wu, Cheng He, Xiang Wu, Siyi Qu and Chunying
More informationSupporting Information
Supporting Information Wiley-VCH 2008 69451 Weinheim, Germany S1 Stereoselective Synthesis of α,α-chlorofluoro Carbonyl Compounds Leading to the Construction of luorinated Chiral Quaternary Carbon Centers
More informationSupporting Information
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2012 Subcellular Localization and Activity of Gambogic Acid Gianni Guizzunti,* [b] Ayse Batova, [a] Oraphin Chantarasriwong,
More informationSupporting Information
Supporting Information Wiley-VCH 25 69451 Weinheim, Germany Direct Asymmetric α-fluorination of Aldehydes [**] Derek D. Steiner, Nobuyuki Mase, Carlos F. Barbas III* [*] Prof. Dr. C. F. Barbas III, Derek
More informationSupporting Information
Supporting Information Wiley-VCH 2008 69451 Weinheim, Germany Supporting Information for Chiral Brönsted Acid Catalyzed Asymmetric Baeyer-Villiger Reaction of 3-Substituted Cyclobutanones Using Aqueous
More informationSupporting Information. Table of Contents. 1. General Notes Experimental Details 3-12
Supporting Information Table of Contents page 1. General Notes 2 2. Experimental Details 3-12 3. NMR Support for Timing of Claisen/Diels-Alder/Claisen 13 4. 1 H and 13 C NMR 14-37 General Notes All reagents
More informationguanidine bisurea bifunctional organocatalyst
Supporting Information for Asymmetric -amination of -keto esters using a guanidine bisurea bifunctional organocatalyst Minami Odagi* 1, Yoshiharu Yamamoto 1 and Kazuo Nagasawa* 1 Address: 1 Department
More informationSupporting Information
Supporting Information Total Synthesis of (±)-Grandilodine B Chunyu Wang, Zhonglei Wang, Xiaoni Xie, Xiaotong Yao, Guang Li, and Liansuo Zu* School of Pharmaceutical Sciences, Tsinghua University, Beijing,
More informationRecyclable Enamine Catalysts for Asymmetric Direct Cross-Aldol
Recyclable Enamine Catalysts for Asymmetric Direct Cross-Aldol Reaction of Aldehydes in Emulsion Media Qiang Gao, a,b Yan Liu, a Sheng-Mei Lu, a Jun Li a and Can Li* a a State Key Laboratory of Catalysis,
More informationAsymmetric Organocatalytic Strecker-Type Reactions of Aliphatic N,N- Dialkylhydrazones
Asymmetric Organocatalytic Strecker-Type Reactions of Aliphatic N,N- Dialkylhydrazones Aurora Martínez-Muñoz, David Monge,* Eloísa Martín-Zamora, Eugenia Marqués-López, Eleuterio Álvarez, Rosario Fernández,*
More informationSupporting Information
Supporting Information Organocatalytic Enantioselective Formal Synthesis of Bromopyrrole Alkaloids via Aza-Michael Addition Su-Jeong Lee, Seok-Ho Youn and Chang-Woo Cho* Department of Chemistry, Kyungpook
More informationHai-Bin Yang, Xing Fan, Yin Wei,* Min Shi*
Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers. This journal is the Partner Organisations 2015 Solvent-controlled Nucleophilic Trifloromethylthiolation of Morita- Baylis-Hillman
More informationSupporting Information 1. Rhodium-catalyzed asymmetric hydroalkoxylation and hydrosufenylation of diphenylphosphinylallenes
Supporting Information 1 Rhodium-catalyzed asymmetric hydroalkoxylation and hydrosufenylation of diphenylphosphinylallenes Takahiro Kawamoto, Sho Hirabayashi, Xun-Xiang Guo, Takahiro Nishimura,* and Tamio
More informationSupporting Information. Enantioselective Organocatalyzed Henry Reaction with Fluoromethyl Ketones
Supporting Information Enantioselective Organocatalyzed Henry Reaction with Fluoromethyl Ketones Marco Bandini,* Riccardo Sinisi, Achille Umani-Ronchi* Dipartimento di Chimica Organica G. Ciamician, Università
More informationEnantioselective Conjugate Addition of 3-Fluoro-Oxindoles to. Vinyl Sulfone: An Organocatalytic Access to Chiral. 3-Fluoro-3-Substituted Oxindoles
Enantioselective Conjugate Addition of 3-Fluoro-Oxindoles to Vinyl Sulfone: An Organocatalytic Access to Chiral 3-Fluoro-3-Substituted Oxindoles Xiaowei Dou and Yixin Lu * Department of Chemistry & Medicinal
More informationOrganocatalytic asymmetric biomimetic transamination of aromatic ketone to optically active amine
Organocatalytic asymmetric biomimetic transamination of aromatic ketone to optically active amine Ying Xie, a Hongjie Pan, a Xiao Xiao, a Songlei Li a and Yian Shi* a,b a Beijing National Laboratory for
More informationA Sumanene-based Aryne, Sumanyne
A Sumanene-based Aryne, Sumanyne Niti Ngamsomprasert, Yumi Yakiyama, and Hidehiro Sakurai* Division of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871
More informationSupporting Information:
Supporting Information: An rganocatalytic Asymmetric Sequential Allylic Alkylation/Cyclization of Morita-Baylis-Hillman Carbonates and 3-Hydroxyoxindoles Qi-Lin Wang a,b, Lin Peng a, Fei-Ying Wang a, Ming-Liang
More informationSilver-catalyzed decarboxylative acylfluorination of styrenes in aqueous media
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Supporting Information Silver-catalyzed decarboxylative acylfluorination of styrenes in aqueous
More informationThe First Asymmetric Total Syntheses and. Determination of Absolute Configurations of. Xestodecalactones B and C
Supporting Information The First Asymmetric Total Syntheses and Determination of Absolute Configurations of Xestodecalactones B and C Qiren Liang, Jiyong Zhang, Weiguo Quan, Yongquan Sun, Xuegong She*,,
More information[(NHC)Au I ]-Catalyzed Acid Free Hydration of Alkynes at Part-Per-Million Catalyst Loadings
SUPPORTING INFORMATION [(NHC)Au I ]-Catalyzed Acid Free Hydration of Alkynes at Part-Per-Million Catalyst Loadings Nicolas Marion, Rubén S. Ramón, and Steven P. Nolan Institute of Chemical Research of
More informationHow to build and race a fast nanocar Synthesis Information
How to build and race a fast nanocar Synthesis Information Grant Simpson, Victor Garcia-Lopez, Phillip Petemeier, Leonhard Grill*, and James M. Tour*, Department of Physical Chemistry, University of Graz,
More informationA contribution from the Department of Chemistry, Washington University, Campus Box 1134, One Brookings Drive, Saint Louis, Missouri 63130
BENZOTETRAMISOLE (BTM): A REMARKABLY ENANTIOSELECTIVE ACYL TRANSFER CATALYST Vladimir B. Birman* and Ximin Li A contribution from the Department of Chemistry, Washington University, Campus Box 1134, One
More informationSupporting Information
Supporting Information Wiley-VCH 2006 69451 Weinheim, Germany rganocatalytic Conjugate Addition of Malonates to a,ß-unsaturated Aldehydes: Asymmetric Formal Synthesis of (-)-Paroxetine, Chiral Lactams
More informationA Mild, Catalytic and Highly Selective Method for the Oxidation of α,β- Enones to 1,4-Enediones. Jin-Quan Yu, a and E. J.
A Mild, Catalytic and Highly Selective Method for the Oxidation of α,β- Enones to 1,4-Enediones Jin-Quan Yu, a and E. J. Corey b * a Department of Chemistry, Cambridge University, Cambridge CB2 1EW, United
More informationSupporting Information
Meyer, Ferreira, and Stoltz: Diazoacetoacetic acid Supporting Information S1 2-Diazoacetoacetic Acid, an Efficient and Convenient Reagent for the Synthesis of Substituted -Diazo- -ketoesters Michael E.
More informationEfficient Syntheses of the Keto-carotenoids Canthaxanthin, Astaxanthin, and Astacene
Efficient Syntheses of the Keto-carotenoids Canthaxanthin, Astaxanthin, and Astacene Seyoung Choi and Sangho Koo* Department of Chemistry, Myong Ji University, Yongin, Kyunggi-Do, 449-728, Korea. E-mail:
More informationSupporting Information. (1S,8aS)-octahydroindolizidin-1-ol.
SI-1 Supporting Information Non-Racemic Bicyclic Lactam Lactones Via Regio- and cis-diastereocontrolled C H insertion. Asymmetric Synthesis of (8S,8aS)-octahydroindolizidin-8-ol and (1S,8aS)-octahydroindolizidin-1-ol.
More informationSupporting Information
Supporting Information Wiley-VCH 2007 69451 Weinheim, Germany Diphenylprolinol Silyl Ether in Enantioselective, Catalytic Tandem Michael-Henry Reaction for the Control of Four Stereocenters Yujiro Hayashi*,
More informationSupporting information. Enantioselective synthesis of 2-methyl indoline by palladium catalysed asymmetric C(sp 3 )-H activation/cyclisation.
Supporting information Enantioselective synthesis of 2-methyl indoline by palladium catalysed asymmetric C(sp 3 )-H activation/cyclisation Saithalavi Anas, Alex Cordi and Henri B. Kagan * Institut de Chimie
More informationAn Efficient Total Synthesis and Absolute Configuration. Determination of Varitriol
An Efficient Total Synthesis and Absolute Configuration Determination of Varitriol Ryan T. Clemens and Michael P. Jennings * Department of Chemistry, University of Alabama, 500 Campus Dr. Tuscaloosa, AL
More informationSupporting Information
Supporting Information Synthesis of H-Indazoles from Imidates and Nitrosobenzenes via Synergistic Rhodium/Copper Catalysis Qiang Wang and Xingwei Li* Dalian Institute of Chemical Physics, Chinese Academy
More informationSupporting Information for: Using a Lipase as a High Throughput Screening Method for Measuring the Enantiomeric. Excess of Allylic Acetates
Supporting Information for: Using a Lipase as a High Throughput Screening Method for Measuring the Enantiomeric Excess of Allylic Acetates M. Burak Onaran and Christopher T. Seto* Department of Chemistry,
More informationSUPPORTING INFORMATION. A simple asymmetric organocatalytic approach to optically active cyclohexenones
SUPPRTING INFRMATIN A simple asymmetric organocatalytic approach to optically active cyclohexenones Armando Carlone, Mauro Marigo, Chris North, Aitor Landa and Karl Anker Jørgensen* Danish National Research
More informationSynthesis and Use of QCy7-derived Modular Probes for Detection and. Imaging of Biologically Relevant Analytes. Supplementary Methods
Synthesis and Use of QCy7-derived Modular Probes for Detection and Imaging of Biologically Relevant Analytes Supplementary Methods Orit Redy a, Einat Kisin-Finfer a, Shiran Ferber b Ronit Satchi-Fainaro
More informationEnantioselective Synthesis of Fused Heterocycles with Contiguous Stereogenic Centers by Chiral Phosphoric Acid-Catalyzed Symmetry Breaking
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2015 Enantioselective Synthesis of Fused Heterocycles with Contiguous Stereogenic Centers by Chiral
More informationSupporting Information
Supporting Information Enantioselective Synthesis of 3-Alkynyl-3-Hydroxyindolin-2-ones by Copper-Catalyzed Asymmetric Addition of Terminal Alkynes to Isatins Ning Xu, Da-Wei Gu, Jing Zi, Xin-Yan Wu, and
More informationAluminum Foil: A Highly Efficient and Environment- Friendly Tea Bag Style Catalyst with High TON
Supporting Information Pd @ Aluminum Foil: A Highly Efficient and Environment- Friendly Tea Bag Style Catalyst with High TON Fan Lei, Yi Rong, Yu Lei,* Wu Yulan, Chen Tian, and Guo Rong General Remarks.
More informationSupporting information
Electronic Supplementary Material (ESI) for New Journal of Chemistry. This journal is The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 205 A simple and greener approach
More informationSYNTHESIS OF A 3-THIOMANNOSIDE
Supporting Information SYNTHESIS OF A 3-THIOMANNOSIDE María B Comba, Alejandra G Suárez, Ariel M Sarotti, María I Mangione* and Rolando A Spanevello and Enrique D V Giordano Instituto de Química Rosario,
More informationKinetics experiments were carried out at ambient temperature (24 o -26 o C) on a 250 MHz Bruker
Experimental Materials and Methods. All 31 P NMR and 1 H NMR spectra were recorded on 250 MHz Bruker or DRX 500 MHz instruments. All 31 P NMR spectra were acquired using broadband gated decoupling. 31
More informationN-Hydroxyphthalimide: a new photoredox catalyst for [4+1] radical cyclization of N-methylanilines with isocyanides
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2016 Electronic supplementary information for -Hydroxyphthalimide: a new photoredox catalyst for [4+1]
More informationSynthesis of Trifluoromethylated Naphthoquinones via Copper-Catalyzed. Cascade Trifluoromethylation/Cyclization of. 2-(3-Arylpropioloyl)benzaldehydes
Supporting Information to Synthesis of Trifluoromethylated Naphthoquinones via Copper-Catalyzed Cascade Trifluoromethylation/Cyclization of 2-(3-Arylpropioloyl)benzaldehydes Yan Zhang*, Dongmei Guo, Shangyi
More informationOrganocatalytic Synthesis of cis-2,3-aziridine Aldehydes by a Postreaction Isomerization. Supporting Information
Organocatalytic Synthesis of cis-2,3-aziridine Aldehydes by a Postreaction Isomerization Supporting Information Sebastian Frankowski, Jan Bojanowski, Maciej Saktura, Marta Romaniszyn, Piotr Drelich and
More informationEfficient Pd-Catalyzed Amination of Heteroaryl Halides
1 Efficient Pd-Catalyzed Amination of Heteroaryl Halides Mark D. Charles, Philip Schultz, Stephen L. Buchwald* Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139 Supporting
More informationRed Color CPL Emission of Chiral 1,2-DACH-based Polymers via. Chiral Transfer of the Conjugated Chain Backbone Structure
Electronic Supplementary Material (ESI) for Polymer Chemistry. This journal is The Royal Society of Chemistry 2015 Red Color CPL Emission of Chiral 1,2-DACH-based Polymers via Chiral Transfer of the Conjugated
More informationA fluorinated dendritic TsDPEN-Ru(II) catalyst for asymmetric transfer hydrogenation of prochiral ketones in aqueous media
Supplementary Information A fluorinated dendritic TsDPEN-Ru(II) catalyst for asymmetric transfer hydrogenation of prochiral ketones in aqueous media Weiwei Wang and Quanrui Wang* Department of Chemistry,
More informationSupporting Information
Supporting Information S1 Reversible stereodivergent cycloaddition of racemic helicenes to [60]fullerene: a chiral resolution strategy Rosa M. Girón, Jiangkun Ouyang, Ludovic Favereau, Nicolas Vanthuyne,
More informationCurtius-Like Rearrangement of Iron-Nitrenoid Complex and. Application in Biomimetic Synthesis of Bisindolylmethanes
Supporting Information Curtius-Like Rearrangement of Iron-itrenoid Complex and Application in Biomimetic Synthesis of Bisindolylmethanes Dashan Li,, Ting Wu,, Kangjiang Liang,, and Chengfeng Xia*,, State
More informationSupporting Information
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2012 Highly Enantioselective Proline-Catalysed Direct Aldol Reaction of ChloACHTUNGTRENUNGroacetone and Aromatic Aldehydes
More informationSupporting Information
Supporting Information ACA: A Family of Fluorescent Probes that Bind and Stain Amyloid Plaques in Human Tissue Willy M. Chang, a Marianna Dakanali, a Christina C. Capule, a Christina J. Sigurdson, b Jerry
More informationSupporting Information for Synthesis of C(3) Benzofuran Derived Bis-Aryl Quaternary Centers: Approaches to Diazonamide A
Fuerst et al. Synthesis of C(3) Benzofuran Derived Bis-Aryl Quaternary Centers: Approaches to Diazonamide A S1 Supporting Information for Synthesis of C(3) Benzofuran Derived Bis-Aryl Quaternary Centers:
More informationElectronic Supplementary Material (ESI) for Chemical Communications This journal is The Royal Society of Chemistry 2012
Ring Expansion of Alkynyl Cyclopropanes to Highly substituted Cyclobutenes via a N-Sulfonyl-1,2,3-Triazole Intermediate Renhe Liu, Min Zhang, Gabrielle Winston-Mcerson, and Weiping Tang* School of armacy,
More informationMultistep Electron Transfer Systems Based. on Silicon Phthalocyanine, [60]Fullerene and. Trinitrofluorenone
Supporting Information Multistep Electron Transfer Systems Based on Silicon Phthalocyanine, [60]Fullerene and Trinitrofluorenone Luis Martín-Gomis, a Kei hkubo, b Fernando Fernández-Lázaro, a Shunichi
More informationSUPPORTING INFORMATION
SUPPRTING INFRMATIN A Direct, ne-step Synthesis of Condensed Heterocycles: A Palladium-Catalyzed Coupling Approach Farnaz Jafarpour and Mark Lautens* Davenport Chemical Research Laboratories, Chemistry
More informationSelective Reduction of Carboxylic acids to Aldehydes Catalyzed by B(C 6 F 5 ) 3
S1 Selective Reduction of Carboxylic acids to Aldehydes Catalyzed by B(C 6 F 5 ) 3 David Bézier, Sehoon Park and Maurice Brookhart* Department of Chemistry, University of North Carolina at Chapel Hill,
More informationHalogen halogen interactions in diiodo-xylenes
Electronic Supplementary Material (ESI) for CrystEngComm. This journal is The Royal Society of Chemistry 2016 Electronic Supplementary Information (ESI) for CrystEngComm. This journal is The Royal Society
More informationSynthesis of fluorophosphonylated acyclic nucleotide analogues via Copper (I)- catalyzed Huisgen 1-3 dipolar cycloaddition
Synthesis of fluorophosphonylated acyclic nucleotide analogues via Copper (I)- catalyzed Huisgen 1-3 dipolar cycloaddition Sonia Amel Diab, Antje Hienzch, Cyril Lebargy, Stéphante Guillarme, Emmanuel fund
More informationTetrahydrofuran (THF) was distilled from benzophenone ketyl radical under an argon
SUPPLEMENTARY METHODS Solvents, reagents and synthetic procedures All reactions were carried out under an argon atmosphere unless otherwise specified. Tetrahydrofuran (THF) was distilled from benzophenone
More informationStraightforward Synthesis of Enantiopure (R)- and (S)-trifluoroalaninol
S1 Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2010 Straightforward Synthesis of Enantiopure (R)- and (S)-trifluoroalaninol Julien
More informationSupporting Information
Supporting Information Nano CuFe 2 O 4 as a Magnetically Separable and Reusable Catalyst for the Synthesis of Diaryl / Aryl Alkyl Sulfides via Cross-Coupling Process under Ligand Free Conditions Kokkirala
More informationSupporting Information
Supporting Information Wiley-VCH 2012 69451 Weinheim, Germany Concise Syntheses of Insect Pheromones Using Z-Selective Cross Metathesis** Myles B. Herbert, Vanessa M. Marx, Richard L. Pederson, and Robert
More informationSupporting Information
Supporting Information Rhodium-Catalyzed Annulation Reactions of 2-Cyanophenylboronic Acid with Alkynes and Strained Alkenes Tomoya Miura and Masahiro Murakami* Department of Synthetic Chemistry and Biological
More informationSupporting Information
Supporting Information (Tetrahedron. Lett.) Cavitands with Inwardly and Outwardly Directed Functional Groups Mao Kanaura a, Kouhei Ito a, Michael P. Schramm b, Dariush Ajami c, and Tetsuo Iwasawa a * a
More informationSupporting Information: Regioselective esterification of vicinal diols on monosaccharide derivatives via
Supporting Information: Regioselective esterification of vicinal diols on monosaccharide derivatives via Mitsunobu reactions. Guijun Wang,*Jean Rene Ella-Menye, Michael St. Martin, Hao Yang, Kristopher
More informationSupporting Information
Efficient Greenish Blue Electrochemiluminescence from Fluorene and Spirobifluorene Derivatives Federico Polo, *,, Fabio Rizzo, *, Manoel Veiga Gutierrez, Luisa De Cola, Silvio Quici Physikalisches Institut,
More informationSupporting Information. DBU-Mediated Metal-Free Oxidative Cyanation of α-amino. Carbonyl Compounds: Using Molecular Oxygen as the Oxidant
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2015 Supporting Information DBU-Mediated Metal-Free Oxidative Cyanation of α-amino
More informationSUPPORTING INFORMATION
Dynamic covalent templated-synthesis of [c2]daisy chains. Altan Bozdemir, a Gokhan Barin, a Matthew E. Belowich, a Ashish. Basuray, a Florian Beuerle, a and J. Fraser Stoddart* ab a b Department of Chemistry,
More informationSupporting Information
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting Information Rh 2 (Ac) 4 -Catalyzed 2,3-Migration of -rrocenecarboxyl -Diazocarbonyl
More informationSupporting Information
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 Supporting Information TEMPO-catalyzed Synthesis of 5-Substituted Isoxazoles from Propargylic
More informationSynthesis of Glaucogenin D, a Structurally Unique. Disecopregnane Steroid with Potential Antiviral Activity
Supporting Information for Synthesis of Glaucogenin D, a Structurally Unique Disecopregnane Steroid with Potential Antiviral Activity Jinghan Gui,* Hailong Tian, and Weisheng Tian* Key Laboratory of Synthetic
More informationA Highly Chemoselective and Enantioselective Aza-Henry Reaction of Cyclic -Carbonyl Ketimines under Bifunctional Catalysis
A ighly Chemoselective and Enantioselective Aza-enry Reaction of Cyclic -Carbonyl Ketimines under Bifunctional Catalysis Alejandro Parra, Ricardo Alfaro, Leyre Marzo, Alberto Moreno-Carrasco, José Luis
More informationSupporting Information
Supporting Information N-Heterocyclic Carbene-Catalyzed Chemoselective Cross-Aza-Benzoin Reaction of Enals with Isatin-derived Ketimines: Access to Chiral Quaternary Aminooxindoles Jianfeng Xu 1, Chengli
More informationSupporting Information:
Enantioselective Synthesis of (-)-Codeine and (-)-Morphine Barry M. Trost* and Weiping Tang Department of Chemistry, Stanford University, Stanford, CA 94305-5080 1. Aldehyde 7. Supporting Information:
More informationCopper(I)/TF-Biphamphos Catalyzed Asymmetric Nitroso. Diels-Alders Reaction
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2017 Electronic Supplementary Information Copper(I)/TF-Biphamphos Catalyzed Asymmetric Nitroso Diels-Alders
More informationTsuji Trost N-Allylation with Allylic Acetates by Using a Cellulose Palladium Catalyst
University of Nebraska - Lincoln DigitalCommons@University of Nebraska - Lincoln U.S. Environmental Protection Agency Papers U.S. Environmental Protection Agency 2012 Tsuji Trost N-Allylation with Allylic
More informationSupporting Information
ne-pot synthesis of pyrrolidino- and piperidinoquinolinones by three-component aza-diels Alder reactions of -arylimines with in situ generated cyclic enamides. Wenxue Zhang, Yisi Dai, Xuerui Wang, Wei
More informationSupplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry Supplementary data
Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2012 Supplementary data Cu-catalyzed in situ generation of thiol using xanthate as thiol
More informationSupporting Information
Supporting Information Efficient Short Step Synthesis of Corey s Tamiflu Intermediate Nsiama Tienabe Kipassa, Hiroaki kamura, * Kengo Kina, Tetsuo Iwagawa, and Toshiyuki Hamada Department of Chemistry
More informationFluorescent Chemosensor for Selective Detection of Ag + in an. Aqueous Medium
Electronic supplementary information For A Heptamethine cyanine -Based Colorimetric and Ratiometric Fluorescent Chemosensor for Selective Detection of Ag + in an Aqueous Medium Hong Zheng *, Min Yan, Xiao-Xing
More informationPhotooxidations of 2-(γ,ε-dihydroxyalkyl) furans in Water: Synthesis of DE-Bicycles of the Pectenotoxins
S1 Photooxidations of 2-(γ,ε-dihydroxyalkyl) furans in Water: Synthesis of DE-Bicycles of the Pectenotoxins Antonia Kouridaki, Tamsyn Montagnon, Maria Tofi and Georgios Vassilikogiannakis* Department of
More informationSupporting Text Synthesis of (2 S ,3 S )-2,3-bis(3-bromophenoxy)butane (3). Synthesis of (2 S ,3 S
Supporting Text Synthesis of (2S,3S)-2,3-bis(3-bromophenoxy)butane (3). Under N 2 atmosphere and at room temperature, a mixture of 3-bromophenol (0.746 g, 4.3 mmol) and Cs 2 C 3 (2.81 g, 8.6 mmol) in DMS
More informationSupporting Information
Supporting Information Precision Synthesis of Poly(-hexylpyrrole) and its Diblock Copolymer with Poly(p-phenylene) via Catalyst-Transfer Polycondensation Akihiro Yokoyama, Akira Kato, Ryo Miyakoshi, and
More informationElectronic Supplementary Information for. A Redox-Nucleophilic Dual-Reactable Probe for Highly Selective
Electronic Supplementary Information for A Redox-Nucleophilic Dual-Reactable Probe for Highly Selective and Sensitive Detection of H 2 S: Synthesis, Spectra and Bioimaging Changyu Zhang, 1 Runyu Wang,
More informationSUPPLEMENTARY INFORMATION
Supplementary Method Synthesis of 2-alkyl-MPT(R) General information (R) enantiomer of 2-alkyl (18:1) MPT (hereafter designated as 2-alkyl- MPT(R)), was synthesized as previously described 1, with some
More informationSupporting Information
Supporting Information Construction of Highly Functional α-amino itriles via a ovel Multicomponent Tandem rganocatalytic Reaction: a Facile Access to α-methylene γ-lactams Feng Pan, Jian-Ming Chen, Zhe
More informationSupporting Information. for. Angew. Chem. Int. Ed. Z Wiley-VCH 2003
Supporting Information for Angew. Chem. Int. Ed. Z53001 Wiley-VCH 2003 69451 Weinheim, Germany 1 Ordered Self-Assembly and Electronic Behavior of C 60 -Anthrylphenylacetylene Hybrid ** Seok Ho Kang 1,
More informationTuning Porosity and Activity of Microporous Polymer Network Organocatalysts by Co-Polymerisation
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Supporting Information Tuning Porosity and Activity of Microporous Polymer Network Organocatalysts
More informationSUPPORTING INFORMATION. A Sensitive and Selective Ratiometric Near IR Fluorescent Probe for Zinc Ions Based on Distyryl-Bodipy Fluorophore
SUPPORTING INFORMATION A Sensitive and Selective Ratiometric Near IR Fluorescent Probe for Zinc Ions Based on Distyryl-Bodipy Fluorophore Serdar Atilgan,, Tugba Ozdemir, and Engin U. Akkaya * Department
More informationFormal Total Synthesis of Optically Active Ingenol via Ring-Closing Olefin Metathesis
Formal Total Synthesis of Optically Active Ingenol via Ring-Closing Olefin Metathesis Kazushi Watanabe, Yuto Suzuki, Kenta Aoki, Akira Sakakura, Kiyotake Suenaga, and Hideo Kigoshi* Department of Chemistry,
More informationDomino reactions of 2-methyl chromones containing an electron withdrawing group with chromone-fused dienes
Domino reactions of 2-methyl chromones containing an electron withdrawing group with chromone-fused dienes Jian Gong, Fuchun Xie, Wenming Ren, Hong Chen and Youhong Hu* State Key Laboratory of Drug Research,
More informationhydroxyanthraquinones related to proisocrinins
Supporting Information for Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins Joyeeta Roy, Tanushree Mal, Supriti Jana and Dipakranjan Mal* Address: Department of Chemistry,
More informationElectronic Supplementary Information. Chitosan aerogel: a recyclable, heterogeneous organocatalyst for the asymmetric direct aldol reaction in water
Electronic Supplementary Information Chitosan aerogel: a recyclable, heterogeneous organocatalyst for the asymmetric direct aldol reaction in water Alfredo Ricci,* a Luca Bernardi, a Claudio Gioia, a Simone
More informationSingapore, #05 01, 28 Medical Drive, Singapore. PR China,
Electronic Supplementary Material (ESI) for Chemical Science. This journal is The Royal Society of Chemistry 2017 Catalyst controlled Regioselectivity in Phosphine Catalysis: Synthesis of Spirocyclic Benzofuranones
More informationA TTFV pyrene-based copolymer: synthesis, redox properties, and aggregation behaviour
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2015 A TTFV pyrene-based copolymer: synthesis, redox properties, and aggregation behaviour Eyad
More information