Conformationally Flexible Dimeric Salphen Complexes for Bifunctional Catalysis

被引:141
作者
Vagin, Sergei I. [1 ]
Reichardt, Robert [1 ]
Klaus, Stephan [1 ]
Rieger, Bernhard [1 ]
机构
[1] Tech Univ Munich, Wacker Lehrstuhl Makromol Chem, D-85748 Garching, Germany
关键词
ASYMMETRIC CATALYSIS; CARBON-DIOXIDE; SALEN; EPOXIDES; COPOLYMERIZATION; CHROMIUM(III); CO2; POLYCARBONATES; LIGANDS; OXIDE;
D O I
10.1021/ja106484t
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Appropriate modification of the salphen ligand allows an easy modular design of flexibly linked dimeric salphen species and their complexes, which can act as bifunctional catalysts. A series of chromium salphen systems including monomeric compound and dimers with different spacer lengths were tested for their catalytic performance in beta-butyrolactone polymerization and CO2/propylene oxide copolymerization toward biodegradable materials. The results clearly show an enhancement in activity upon dimerization, thus underlining the role of bifunctional catalysis in the studied processes and extending the possible strategies for improvement of catalysts in these reactions.
引用
收藏
页码:14367 / 14369
页数:3
相关论文
共 33 条
[1]   Asymmetric catalysis of carbon-carbon bond-forming reactions using metal(salen) complexes [J].
Achard, TRJ ;
Clutterbuck, LA ;
North, M .
SYNLETT, 2005, (12) :1828-1847
[2]   A kinetic study of the conjugate addition of benzenethiol to cyclic enones catalyzed by a nonsymmetrical uranyl-salophen complex [J].
Castelli, Valeria van Axel ;
Dalla Cort, Antonella ;
Mandolini, Luigi ;
Pinto, Valentina ;
Schiaffino, Luca .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (14) :5383-5386
[3]   Discrete metal-based catalysts for the copolymerization CO2 and epoxides:: Discovery, reactivity, optimization, and mechanism [J].
Coates, GW ;
Moore, DR .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (48) :6618-6639
[4]  
Cort A.D., 2005, CHEM COMMUN, P3867
[5]   Facile isolation of bisimines based on 3,3'-diaminobenzidine:: Direct access to unsymmetrical bimetallic salphen building blocks [J].
Curreli, Simona ;
Escudero-Adan, Eduardo C. ;
Benet-Buchholz, Jordi ;
Kleij, Arjan W. .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (18) :7018-7021
[6]   Copolymerization of CO2 and epoxides catalyzed by metal salen complexes [J].
Darensbourg, DJ ;
Mackiewicz, RM ;
Phelps, AL ;
Billodeaux, DR .
ACCOUNTS OF CHEMICAL RESEARCH, 2004, 37 (11) :836-844
[7]   Cyclohexene oxide/CO2 copolymerization catalyzed by chromium(III) salen complexes and N-methylimidazole:: Effects of varying salen ligand substituents and relative cocatalyst loading [J].
Darensbourg, DJ ;
Mackiewicz, RM ;
Rodgers, JL ;
Fang, CC ;
Billodeaux, DR ;
Reibenspies, JH .
INORGANIC CHEMISTRY, 2004, 43 (19) :6024-6034
[8]   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
[9]   Impregnation of dimeric CrIII(salen) on silica and its application in epoxide asymmetric ring opening reactions [J].
Dioos, BML ;
Jacobs, PA .
APPLIED CATALYSIS A-GENERAL, 2005, 282 (1-2) :181-188
[10]   Controlled ring-opening polymerisation of cyclic esters: polymer blocks in self-assembled nanostructures [J].
Dove, Andrew P. .
CHEMICAL COMMUNICATIONS, 2008, (48) :6446-6470