2016 ㅢ74ভ ㅢ6ᵕ Vol. 74 No ভ ㅢ 6 ᵕ Vol. 74 No. ISSN ዐࡔ ბ 06 ዷӸ ዐࡔ ბᇾฉ ᆶऐ ბჺ৯

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1 Vol. 74 o. 6 ISS

2 Editor-in-Chief ZHOU Qi-Lin( ) ankai University Associate Editors EDITOIAL BOAD AD ADVISOY BOAD OF ACTA CHIMICA SIICA DIG Kui-Ling( ) Shanghai Institute of Organic Chemisry, CAS HE Chuan( ) University of Chicago, USA LIU Zhong-Fan( ) Peking University ZHAG Xi( ) Tsinghua University WAG Li-Xiang( ) Changchun Institute of Applied Chemistry, CAS Editorial Board (Alphabetically arranged) GAO Song( ) Peking University JIAG Gui-Bin( ) esearch Center for Eco-Environmental Sciences, CAS SU Shi-Gang( ) Xiamen University SHUAI Zhi-Gang( ) Tsinghua University CHE Chuan-Feng( ) CHE Jun( ) CHE Peng( ) CHE Yong-Sheng( ) CUI Chun-Ming( ) DEG Zhao-Xiang( ) DIG Kui-Ling( ) FA Chun-Hai( ) FA Qing-Hua( ) FEG Xiao-Ming( ) FU Yao( ) GAO Song( ) GOG Liu-Zhu( ) HE Chuan( ) HOU Yang-Long( ) HU Jin-Bo( ) HU Min( ) HU Wen-Hao( ) HU Zheng( ) HUAG Fei( ) HUAG Fei-He( ) HUAG Pei-Qiang( ) JIAG Gui-Bin( ) LI Zhan-Ting( ) LI Jing-Hong( ) LIU Dong-Sheng( ) LIU Guo-Sheng( ) LIU Hai-Chao( ) LIU Jing-Fu( ) LIU Lei( ) LIU Yu( ) LIU Zhong-Fan( ) LOG Yi-Tao( ) MA Jun-An( ) MEG Qing-Bo( ) PA Yuan-Jiang( ) PEG Hui-Sheng( ) PEG Xiao-Jun( ) QU Liang-Ti( ) E Bin( ) SHUAI Zhi-Gang( ) SOG Yan-Lin( ) SU Shi-Gang( ) TOG Ming-Liang( ) WAG Guan-Wu( ) WAG Li-Xiang( ) WAG Peng( ) WAG Shu( ) WAG Wei( ) WAG Xun( ) XI Zhen-Feng( ) XIA Yong-Yao( ) XU Jing-Juan( ) YAG Huang-Hao( ) YOU Shu-Li( ) YU Gui( ) YU Jia-Guo( ) YU Zhi-Xiang( ) YU Biao( ) ZHAG Jin( ) ZHAG Li-Zhi( ) ZHAG Xi( ) ZHAG Ya-Wen( ) ZHEG Li-Min( ) ZHOU Jian( ) ZHOU Qi-Lin( ) ZHU Guang-Shan( ) ZHUAG Lin( ) Advisory Board A Li-Jia( ) CHE Chi-Ming( ) CHE Er-Qiang( ) CHE Yi( ) CHEG Yi-Yu( ) DAI Li-Xin( ) FA Kang-ian( ) FEG Shou-Hua( ) GAO Zi( ) GUO Qing-Xiang( ) HAO Jing-Cheng( ) Henry. C. WOG( ) HOG Mao-Chun( ) HOU Xue-Long( ) HU Ying( ) HU Yue-Fei( ) JI Guo-Zhen( ) LI Hao-an( ) LI Jun-Bai( ) LI Le-Min( ) LIAO Dai-Zheng( ) LI Guo-Qiang( ) LÜ Long( ) LU Xi-Yan( ) MA Chun-An( ) MA Sheng-Ming( ) SHE Yan-Chang( ) SOG Li-Cheng( ) SU Qiang( ) TIA Wei-Sheng( ) WA Hui-Lin( ) WAG De-Zheng( ) WAG Er-Kang( ) WAG Mei-Xiang( ) WU Yi-Kang( ) WU Yu-Lin( ) YAG Yu-Liang( ) YAO Jian-ian( ) YE Jian-ong( ) ZHAO Dong-Yuan( ) ZHAO Yu-Fen( ) ZHAG Yu-Kui( ) ZHEG Lan-Sun( ) ZHU Yong-Fa( ) ZOU Han-Fa( )

3 (Huaxue Xuebao) ,, *,, 2016, 74(6), *,,,,,, 2016, 74(6), , *,,,,, 2016, 74(6), /B(C 6 F 5 ) ,, Borzov, Maxim V., *,, 2016, 74(6), u B/MIL-53(Al x Cr 1 )......,,,, *,,, *,, 2016, 74(6), ,,, *,, 2016, 74(6), ,, *,, 2016, 74(6), CO *,,,,, *,, 2016, 74(6), Beta......, *,,,,, *,,, 2016, 74(6), ph......,, *,, 2016, 74(6), *. Acta Chim. Sinica 2016, 74, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences 461

4 ACTA CHIMICA SIICA Vol. 74, o. 6 June 15, 2016 Contents On the cover: The key B(C 6 F 5 ) 3 -alkyne -adduct zwitterionic intermediate, formed by B(C 6 F 5 ) 3 reacting with terminal alkynes, exhibits diverse reactivities in respect to different reagent of choice, and could provide straightforward and convenient synthetic approaches to stereoselective 1,1-carboboration, regioselective hydrochlorination, enol esterification, hydroboration, hydroamination, etc. respectively. [ie, Wanli et al. on page ] Account Controlled Fabrication of Two- Dimensional Organic Assemblies Xu, Jun; Wang, Zhiqiang; Zhang, Xi* Acta Chim. Sinica 2016, 74(6), This account summarizes our recent research about the controlled fabrication of two-dimensional organic assemblies: (1) hydrotropic anions induced transition from 1D to 2D assemblies; (2) supra-amphiphiles based 2D organic assemblies; (3) fabrication of 2D assemblies by lowering the dimensionality of 3D structures. eview itrogen Group etaining eaction in the Transformation of Diazo Compounds Qiu, Di*; Qiu, Menglong; Ma, ong; Zhang, Yan; Wang, Jianbo Acta Chim. Sinica 2016, 74(6), as nucleophile as electrophile as 1,3-dipoles in [3+2] vinyl diazoacetate transformations reduction XH 2 EWG H EWG H ' 'H O EWG EWG Various types of nitrogen group retaining reactions of diazo compounds, including diazo component as nucleophile of electrophile, 1,3-dipolar cycloaddition, vinyldiazo transformations, reduction and so on, demonstrate great applications in synthesizing -containing functional molecules, especially for -heterocyclic scaffold Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences Acta Chim. Sinica 2016, 74,

5 Content Structure, Preparation and Properties of Phosphorene Yuan, Zhenzhou; Liu, Danmin*; Tian, an; Zhang, Guoqing; Zhang, Yongzhe Acta Chim. Sinica 2016, 74(6), Black phosphorus has attracted broad interest because of the low-dimensional effect, and it is a member of two-dimensional (2D) materials. This review reports recent advances in this area of research. Structure, preparation, material properties, device performance and chemical degradation process are discussed. Communication Ammonium Chloride/B(C 6 F 5 ) 3 System Catalyzed Selective Addition of Acids to Alkynes Wen, Zhiguo; Tian, Chong; Borzov, Maxim V.; ie, Wanli* Acta Chim. Sinica 2016, 74(6), A novel convenient route to vinylhalides or enol esters by a Markovnikov regioselective addition of hydrogen chloride or carboxylic acid to the C C bond of alkynes in the presence of an ammonium hydrochloride/b(c 6 F 5 ) 3 catalytic system is reported. The reported catalytic system presents the first example of the metal-free catalysts for the hydrochlorination of alkynes. Article Study on u B/MIL-53(Al x Cr 1 ) Catalysts for Partial Hydrogenation of Benzene to Cyclohexene Dou, ongfei; Tan, Xiaohe; Fan, Yiqiu; Pei, Yan; Qiao, Minghua*; Fan, Kangnian; Sun, Bin; Zong, Baoning* Acta Chim. Sinica 2016, 74(6), MIL-53(Al), MIL-53(Cr) and the novel MIL-53(Al x Cr 1 ) (x 1, 2, 3 and 4) materials containing two coordination metals were prepared as the supports for the u-b/mil-53 catalysts. In the challenging partial hydrogenation of benzene, the u-b/mil-53(al 3 Cr 1 ) catalyst exhibited the highest selectivity and yield of cyclohexene among these catalysts, which is attributed to its high active surface area, small and highly dispersed u-b nanoparticles, and strong metal-support interaction. Fluorescence Detection of Telomerase Activity Based on Signal Amplification of Hybridization Chain eaction Combining with Magnetic Separation Zhang, Jiayu; Zhou, Xiaoyu; Zhou, Man; Jia, Hongxia* Acta Chim. Sinica 2016, 74(6), A simple and fast enzyme-free amplification fluorescence strategy for the detection of telomerase activity has been established based on hybridization chain reaction (HC) combining with magnetic separation. Acta Chim. Sinica 2016, 74, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences 463

6 Content Facile Synthesis and Evaluation of Size-tunable Immobilized Laccasemediator Microreactor Huang, Wenguang; Sun, Hongfei; Zhang, Shujuan* Acta Chim. Sinica 2016, 74(6), A series of immobilized laccase-mediator microreactor (LMM) was prepared in a one-pot process by simultaneously immobilizing Trametes versicolor laccase and acetylacetone (AA) into size-tunable chitosan copper-polyacrylamide hydrogel beads. The polymerization was induced by a laccase-aa-persulfate ternary initiating system and was finished within the chitosan beads at room temperature. The preparation conditions for the LMM were optimized by an orthogonal array design. The method developed in this work, for the first time, realized the co-immobilization of laccase and mediator in microreactors of tunable size and mechanic strength. Ligand Substituent Effects on henium Tricarbonyl Catalysts in CO 2 eduction Chen, Jinping*; Du, Xinfeng; Yu, Tianjun; Zeng, Yi; Zhang, Xiaohui; Li, Yi* Acta Chim. Sinica 2016, 74(6), The ligand substituent of rhenium tricarbonyl catalysts plays an important role in homogeneous CO 2 reduction system. Optimization of eaction Conditions in the Transalkylation of Toluene with 1,2,4-Trimethylbenzene Catalyzed by Beta Zeolite and the Investigation of Its eaction Mechanism Li, Yanchun; Wang, Hao*; Dong, Mei; Li, Junfen; Wang, Guofu; Qin, Zhangfeng; Fan, Weibin*; Wang, Jianguo Acta Chim. Sinica 2016, 74(6), VIV Batch: etention time/min The transalkylation reaction mechanism was investigated systematically by GC-MS technique, and the results indicated that the transalkylation of toluene with 1,2,4-TMB occurred via the bimolecular intermediate mechanism. III II I Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences Acta Chim. Sinica 2016, 74,

7 Content ph and Calcium Cooperative egulation anofluidic Gating Device Xu, Yanglei; Meng, Zheyi; Zhai, Jin* Acta Chim. Sinica 2016, 74(6), The ph and calcium cooperative regulation nanofludic logic device, with OPLT modified on the inner surface of the conically shaped nanochannels, exhibits fine ion selective transport property. Acta Chim. Sinica 2016, 74, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences 465

8 SCI ( ) Huaxue Xuebao ACTA CHIMICA SIICA (Monthly) 1933 (Founded in 1933) 74 6 Vol. 74 o June 15, 2016 Supervised by Chinese Academy of Sciences Sponsored by The Chinese Chemical Society and Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences Editor-in-Chief: ZHOU Qi-Lin ( 345, ) Edited and Published by Editorial Office of Acta Chimica Sinica (345 Lingling Lu, Shanghai , China) Printed by Shanghai Shengtong Times Printing Co., Ltd. Subscriptions Domestic: Local Post Offices ( 399 ) Foreign: China International Book Trading Corporation (P.O. Box 399, Beijing, China) hxxb@sioc.ac.cn ISS C /O M : Tel: ; kding@mail.sioc.ac.cn Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences Acta Chim. Sinica 2016, 74,