Structural Characterization of the. Supporting information
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1 Structural Characterization of the EtOH TiCl 4 MgCl 2 Ziegler-Natta Pre-catalyst Supporting information V. D Anna, S. Norsic, D. Gajan, K. Sanders, A. J. Pell, A. Lesage, V. Monteil, C. Copéret, G. Pintacuda, and P. Sautet,, CNRS, ENS Lyon, Université Lyon 1, Laboratory of Chemistry, 46, Allée d Italie, Lyon 07, France., Université de Lyon, Univ. Lyon 1, CPE Lyon, CNRS, Chimie Catalyse Polymères et Procédés (C2P2), LCPP team, 43 Bd du 11 novembre 1918, Villeurbanne, France., Université de Lyon, Institut des Sciences Analytiques, UMR 5280, CNRS, Université Lyon 1, ENS Lyon - 5, rue de la Doua, F Villeurbanne, France., Department of Chemistry and Applied Biosciences, ETH Zürich, Vladimir-Prelog-Weg 15, 8093 Zürich, Switzerland., and Department of Chemical and Biomolecular engineering, University of California, Los Angeles, Los Angeles, CA 90095, United States. Philippe.Sautet@ens-lyon.fr Phone: (1) To whom correspondence should be addressed ENS-Lyon uni-lyon-pol uni-lyon ETH-Zurich UCLA 1
2 I) II) C B A A FigureS1: Compactmodel system representing theticl 4 anchoredona(110)mgcl 2 surface (I). Periodic repetition of the cell is shown in II (top view). 2
3 Figure S2: Structures representing the co-adsorption of EtOH and TiCl 4 MgCl 2. The adsorption of EtOH on the bare MgCl 2 is also shown. These structures are obtained using the extended model system. EtOH-Mg1 EtOH-Mg2 EtOH-Mg3 EtOH-TiCl 4 EtOH-bareMgCl 2 3
4 Figure S3: Structures modeling different coverage of EtOH on the TiCl 4 MgCl 2 surface. Per each structure, two point of view are shown. The cases of 1, 2, 3, 4, 5 and 6 EtOH molecules per 3 Mg surface atoms are considered. The compact cell was used. The coverage is also expressed as number of molecules per surface Mg atom (n ML). 1/3 ML 1 ML 1EtOH 3EtOH-2 2/3 ML 4/3 ML 2EtOH-1 4EtOH 2/3 ML 5/3 ML 2EtOH-2 5EtOH 1 ML 2 ML 3EtOH-1 6EtOH 4
5 Table S1: 13 C, 1 H chemical shifts (δ) and 1 H average chemical shifts ( δ) (calculated for the structures where one EtOH interacts with TiCl 4 MgCl 2. The values inherent EtOH on the bare MgCl 2 are also shown. The values are referred to TMS. All the values are in ppm. δ( 13 C) (ppm) δ( 1 H) (ppm) Structure C(CH 2 ) C(CH 3 ) H(CH 2 ) H(CH 3 ) H(OH) EtOH-Mg EtOH-Mg EtOH-Mg EtOH-TiCl 4 -MgCl compact model system EtOH-bare-MgCl δ( 13 H) (ppm) H(CH 2 ) H(CH 3 ) EtOH-Mg EtOH-Mg EtOH-Mg EtOH-TiCl 4 -MgCl 2 compact EtOH-bare-MgCl
6 Table S2: 13 C and 1 H chemical shifts (δ) and average chemical shifts ( δ) calculated for the system with 4EtOH molecule on TiCl 4 MgCl 2. The values are referred to TMS. All the values are in ppm. δ( 13 C) (ppm) δ( 1 H) (ppm) 4EtOH-TiCl 4 MgCl 2 C(CH 2 ) C(CH 3 ) H(CH 2 ) H(CH 3 ) H(OH) ; ; 0.76; ; ; 1.11; ; ; 0.60; ; ; 1.03; δ( 13 C) (ppm) δ( 1 H) (ppm) 4EtOH-TiCl 4 MgCl 2 C(CH 2 ) C(CH 3 ) H(CH 2 ) H(CH 3 ) H(OH) Table S3: Calculated 13 C chemical shift, Span (ppm) and Skew of the CH 2 group of EtOH on interacting with TiCl 4 MgCl 2 surface. Structure θ (ML) δ (ppm) Span (ppm) Skew EtOH-bareMgCl 2 1/ EtOH-Mg1 1/ EtOH-Mg3 1/ EtOH 4/
7 4EtOH-EtO-1 4EtOH-EtO-2 4EtOH-EtO-3 4EtOH-EtO-surface Figure S4: Possible geometries obtained replacing on Cl ion by one EtO group on 4EtOH/TiCl 4 /MgCl 2 (θ = 4/3 ML). Two different points of view are shown. In the top view (bottom part of each sub-figure) the repetition of the cell is shown. 7
8 Table S4: Values of 13 C chemical shifts (δ) calculated (EtO) TiCl 4 x MgCl 2 y, x+y = 1. The results calculated within the extended model systems and in the EtOH high coverage condition (θ = 4/3 ML) are shown. The values are referred to TMS. All the values are in ppm. Structure δ( 13 C) (ppm) C(CH 2 ) C(CH 3 ) Extended High Extended High model system coverage model system coverage EtO EtO EtO EtO-surface EtO-bulk
9 Table S5: 1 H chemical shifts (δ) and average 1 H chemical shifts ( δ) calculated for (EtO) TiCl 4 x MgCl 2 y, x+y = 1. The results calculated within the extended model systems and in the EtOH high coverage condition (θ = 4/3 ML) are shown. The values are referred to TMS. All the values are in ppm. δ( 1 H) (ppm) H(CH 2 ) H(CH 3 ) Structure Extended High Extended High model system coverage model system coverage EtO EtO EtO EtO-surface EtO-bulk δ( 1 H) (ppm) H(CH 2 ) H(CH 3 ) Structure Extended High Extended High model system coverage model system coverage EtO EtO EtO EtO-surface EtO-bulk
10 Table S6: 13 C and 1 H chemical shifts (δ) and average chemical shifts ( δ) of the 4EtOH molecules in 4EtOH (OEt) TiCl 4 x MgCl 2 y, x+y = 1. The values are referred to TMS. All the values are in ppm. δ( 13 C) (ppm) δ( 1 H) (ppm) Structure C(CH 2 ) C(CH 3 ) H(CH 2 ) H(CH 3 ) H(OH) 4EtOH-EtO ; ; 1.07; ; ; 1.23; ; ; 0.58; ; ; 1.08; EtOH-EtO ; ; 1.07; ; ; 0.91; ; ; 0.64; ; ; 1.20; EtOH-EtO ; ; 0.94; ; ; 1.03; ; ; 0.83; ; ; 0.79; EtOH-EtO-surface ; ; 1.35; ; ; 1.09; ; ; 0.92; ; ; 0.60; δ( 13 C) (ppm) δ( 1 H) (ppm) Structure C(CH 2 ) C(CH 3 ) H(CH 2 ) H(CH 3 ) H(OH) 4EtOH-EtO EtOH-EtO EtOH-EtO EtOH-EtO-surface
11 Table S7: Comparison between the experimental and calculated Span (ppm) and Skew of the CH 2 groups. Structure θ EtOH (ML) δ (ppm) Span (ppm) Skew EtO-bulk EtO-surface / EtO / EtO / EtO /
12 4EtOH-EtO-1-1 4EtOH-EtO-2-2 4EtOH-EtO-1-2 4EtOH-EtO-2-3 4EtOH-EtO-1-3-I 4EtOH-EtO-1-3-II Figure S5: Possible geometries obtained replacing two Cl ions by two EtO groups on 4EtOH/TiCl 4 /MgCl 2 (θ = 4/3 ML). In the top view (bottom part of each sub-figure) the repetition of the cell is shown. 12
13 Table S8: Values of 13 C chemical shifts (δ) calculated (EtO) 2 TiCl 4 x MgCl 2 y, x+y = 2. The results calculated within the extended model systems (θ EtOH = 1/9 ML) and θ EtOH = 4/3 ML are shown. The values are referred to TMS. All the values are in ppm. δ( 13 C) (ppm) C(CH 2 ) C(CH 3 ) θ EtOH (ML) 0 4/3 0 4/3 EtO-1-1 EtO-2-2 EtO EtO-1-2 a b EtO-1-3 a c I I 91.1 II 22.5 II I I 81.3 II 33.4 II EtO-2-3 b c a EtO in position 1 b EtO in position 2 c EtO in position 3 I I relative orientation II II relative orientation 13
14 Table S9: Values of 1 H chemical shifts (δ) calculated for (EtO) TiCl 4 x MgCl 2 y, x + y = 2. The results calculated within the extended model systems and in the EtOH high coverage condition (θ = 4/3 ML) are shown. The values are referred to TMS. All the values are in ppm. δ( 1 H) (ppm) H(CH 2 ) H(CH 3 ) θ EtOH (ML) 0 4/3 0 4/3 EtO-1-1 EtO-2-2 EtO ; ; ; 1.51; ; 1.45; ; ; ; 1.52; ; 1.10; ; ; ; 0.97; ; 1.92; ; ; ; 1.26; ; 1.41; ; ; 2.54; ; ; 2.53; 2.68 EtO-1-2 a 5.08; ; ; 1.37; ; 0.99; 1.82 b 4.44; ; ; 1.12; ; 1.46; 2.39 EtO-1-3 a c 5.42; ; 5.35 I 1.08; 1.46; ; 1.40; 1.97 I 5.42; 5.73 II 1.02; 1.37; 1.60 II 3.80; ; 4.76 I 1.32; 1.87; ; 2.69; 2.73 I 4.30; 4.63 II 1.06; 2.41; 2.72 II EtO-2-3 b 5.04; ; ; 1.27; ; 1.65; 2.49 c 3.91; ; ; 1.96; ; 2.40; 2.70 a EtO in position 1 b EtO in position 2 c EtO in position 3 I I orientation II II orientation 14
15 Table S10: Values of average 1 H chemical shifts ( δ) calculated for (EtO) 2 TiCl 4 x MgCl 2 y, x+y = 2. The results calculated within the extended cell (θ EtOH = 1/9 ML) and θ EtOH = 4/3 ML are shown. The values are referred to TMS. All the values are in ppm. δ( 1 H) (ppm) H(CH 2 ) H(CH 3 ) θ EtOH (ML) 0 4/3 0 4/3 EtO-1-1 EtO EtO-1-2 a b EtO-3-3 EtO-1-3 a c I I 5.58 II 1.33 II I I 4.47 II 2.06 II EtO-2-3 b c a EtO in position 1 b EtO in position 2 c EtO in position 3 I I orientation II II orientation 15
16 Table S11: 13 C and 1 H chemical shifts (δ) and average chemical shifts ( δ) of the 4EtOH molecules of 4EtOH (OEt) 2 TiCl 4 x MgCl 2 y, x+y = 2. The values are referred to TMS. All the values are in ppm. δ( 13 C) (ppm) δ( 1 H) (ppm) Structure C(CH 2 ) C(CH 3 ) H(CH 2 ) H(CH 3 ) H(OH) 4EtOH-EtO ; ; 1.04; ; ; 1.08; ; ; 1.03; ; ; 0.88; EtOH-EtO ; ; 0.85; ; ; 0.90; ; ; 0.78; ; ; 1.48; EtOH-EtO ; ; 1.36; ; ; 1.32; ; ; 0.73; ; ; 0.96; EtOH-EtO-1-3-I ; ; 1.20; ; ; 1.20; ; ; 0.67; ; ; 0.98; EtOH-EtO-1-3-II ; ; 0.88; ; ; 1.07; ; ; 0.91; ; ; 0.87; EtOH-EtO ; ; 1.03; ; ; 1.04; ; ; 0.87; ; ; 0.90; δ( 13 C) (ppm) δ( 1 H) (ppm) Structure C(CH 2 ) C(CH 3 ) H(CH 2 ) H(CH 3 ) H(OH) 4EtOH-EtO EtOH-EtO EtOH-EtO EtOH-EtO-1-3-I EtOH-EtO-1-3-II EtOH-EtO
17 Table S12: Calculated 13 C chemical shift (ppm), Span (ppm) and Skew of the CH 2 groups for EtO of (EtO) TiCl 4 x MgCl 2 y, x+y = 2, within the low and high coverage of EtOH. Structure θ EtOH (ML) δ (ppm) Span (ppm) Skew EtO / EtO a b / a b EtO EtO / EtO a c I 4/ a c II 4/ a c EtO b c / b c a EtO in position 1 b EtO in position 2 c EtO in position 3 I I orientation II II orientation 17
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