Role of pre-organization around the azaphosphatrane catalyst's active site in the conversion of CO2 to cyclic carbonates

被引:17
作者
Chatelet, Bastien [1 ]
Jeanneau, Erwann [2 ]
Dutasta, Jean-Pierre [1 ]
Robert, Vincent [3 ]
Martinez, Alexandre [1 ]
Dufaud, Veronique [4 ]
机构
[1] UCBL, CNRS, Ecole Normale Super Lyon, Chim Lab, F-69364 Lyon, France
[2] Univ Lyon 1, Ctr Diffractometrie Henri Longchambon, F-69100 Villeurbanne, France
[3] Univ Strasbourg, UMR CNRS 7177, Inst Chim, Lab Chim Quant, F-67070 Strasbourg, France
[4] Univ Lyon 1, CNRS, Proc UMR 5265, Chim Lab, F-69616 Villeurbanne, France
关键词
Azaphosphatranes; Cyclic carbonates; CO2 chemical valorization; Homogeneous catalysis; Epoxides; ORGANIC CARBONATES; DIOXIDE; EPOXIDES; ACTIVATION; FIXATION; SOLVENTS;
D O I
10.1016/j.catcom.2014.04.004
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Various N-substituted azaphosphatranes have been prepared and successfully applied to the synthesis of styrene carbonates from CO2 and epoxides. Enhancement of the catalytic properties of the azaphosphatrane was achieved upon pre-organization of the active site through hydrogen-bonding. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:26 / 30
页数:5
相关论文
共 35 条
[1]  
Aresta M., 2010, CARBON DIOXIDE CHEM
[2]   Cyclic carbonate formation from carbon dioxide and oxiranes in tetrabutylammonium halides as solvents and catalysts [J].
Caló, V ;
Nacci, A ;
Monopoli, A ;
Fanizzi, A .
ORGANIC LETTERS, 2002, 4 (15) :2561-2563
[3]   Azaphosphatranes as Structurally Tunable Organocatalysts for Carbonate Synthesis from CO2 and Epoxides [J].
Chatelet, Bastien ;
Joucla, Lionel ;
Dutasta, Jean-Pierre ;
Martinez, Alexandre ;
Szeto, Kai C. ;
Dufaud, Veronique .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (14) :5348-5351
[4]   P[N(i-Bu)CH2CH2]3N: Nonionic Lewis Base for Promoting the Room-Temperature Synthesis of α,β-Unsaturated Esters, Fluorides, Ketones, and Nitriles Using Wadsworth-Emmons Phosphonates [J].
Chintareddy, Venkat Reddy ;
Ellern, Arkady ;
Verkade, John G. .
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (21) :7166-7174
[5]   P(PhCH2NCH2CH2)3N Catalysis of Mukaiyama Aldol Reactions of Aliphatic, Aromatic, and Heterocyclic Aldehydes and Trifluoromethyl Phenyl Ketone [J].
Chintareddy, Venkat Reddy ;
Wadhwa, Kuldeep ;
Verkade, John G. .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (21) :8118-8132
[6]   Reactive applications of cyclic alkylene carbonates [J].
Clements, JH .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2003, 42 (04) :663-674
[7]   Making plastics from carbon dioxide:: Salen metal complexes as catalysts for the production of polycarbonates from epoxides and CO2 [J].
Darensbourg, Donald J. .
CHEMICAL REVIEWS, 2007, 107 (06) :2388-2410
[8]   Salen-Complex-Mediated Formation of Cyclic Carbonates by Cycloaddition of CO2 to Epoxides [J].
Decortes, Antonello ;
Castilla, Ana M. ;
Kleij, Arjan W. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (51) :9822-9837
[9]   A bifunctional catalyst for carbon dioxide fixation: cooperative double activation of epoxides for the synthesis of cyclic carbonates [J].
Ema, Tadashi ;
Miyazaki, Yuki ;
Koyama, Shohei ;
Yano, Yuya ;
Sakai, Takashi .
CHEMICAL COMMUNICATIONS, 2012, 48 (37) :4489-4491
[10]  
Evans W.E., 2009, Process for the Preparation of an Alkylene Carbonate and an Alkylene Glycol, Patent No. [WO2009140318 (A1), 2009140318]