N-Heterocyclic Carbene Mediated Activation of Tetravalent Silicon Compounds: A Critical Evaluation

被引：64

作者：

Fuchter, Matthew J. ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 41期

基金：

美国国家科学基金会;

关键词：

carbenes; Lewis bases; organocatalysis; polymers; silanes; GROUP-TRANSFER POLYMERIZATION; RING-OPENING POLYMERIZATION; CARBONYL-COMPOUNDS; TRANSESTERIFICATION REACTIONS; HYDROSILYLATION REACTIONS; CATALYTIC-ACTIVITY; LEWIS PAIR; COMPLEXES; ALDEHYDES; CYANOSILYLATION;

D O I：

10.1002/chem.201001120

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An overview of the recent bibliography concerning the N-heterocyclic carbene (NHC)-mediated activation of tetravalent silicon compounds is presented. Diverse reactions are discussed, such as the NHC-mediated addition of silyl pronucleophiles to a variety of electrophiles, NHC-promoted organic and inorganic polymerisation and the reduction of CO2 by hydrosilanes as facilitated by NHCs. The review concludes with a discussion of the current knowledge regarding the role of Lewis acid-base NHC-Si interactions in the mechanistic course of these reactions.

引用

页码：12286 / 12294

页数：9

共 69 条

[51] Unusual Mechanistic Course of Some NHC-Mediated Transesterifications [J].

Pignataro, Luca ;

Papalia, Teresa ;

Slawin, Alexandra M. Z. ;

Goldup, Stephen M. .

ORGANIC LETTERS, 2009, 11 (07) :1643-1646

[52] Complexes with Poly(N-heterocyclic carbene) Ligands: Structural Features and Catalytic Applications [J].

Poyatos, Macarena ;

Mata, Jose A. ;

Peris, Eduardo .

CHEMICAL REVIEWS, 2009, 109 (08) :3677-3707

[53]

Raynaud J., 2008, ANGEW CHEM, V120, P5470

[54] Harnessing the potential of N-heterocyclic carbenes for the rejuvenation of group-transfer polymerization of (meth)acrylics [J].

Raynaud, Jean ;

Ciolino, Andres ;

Baceiredo, Antoine ;

Destarac, Mathias ;

Bonnette, Fabien ;

Kato, Tsuyoshi ;

Gnanou, Yves ;

Taton, Daniel .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (29) :5390-5393

[55] Group Transfer Polymerization of (Meth)acrylic Monomers Catalyzed by N-Heterocyclic Carbenes and Synthesis of All Acrylic Block Copolymers: Evidence for an Associative Mechanism [J].

Raynaud, Jean ;

Gnanou, Yves ;

Taton, Daniel .

MACROMOLECULES, 2009, 42 (16) :5996-6005

[56] N-heterocyclic carbene-initiated α-acylvinyl anion reactivity:: Additions of α-hydroxypropargylsilanes to aldehydes [J].

Reynolds, Troy E. ;

Stern, Charlotte A. ;

Scheidt, Karl A. .

ORGANIC LETTERS, 2007, 9 (13) :2581-2584

[57] Conversion of Carbon Dioxide into Methanol with Silanes over N-Heterocyclic Carbene Catalysts [J].

Riduan, Siti Nurhanna ;

Zhang, Yugen ;

Ying, Jackie Y. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (18) :3322-3325

[58] Catalytic activity of N-heterocyclic carbenes in ring opening polymerization of cyclic siloxanes [J].

Rodriguez, Marta ;

Marrot, Sebastien ;

Kato, Tsuyoshi ;

Sterin, Sebastien ;

Fleury, Etienne ;

Baceiredo, Antoine .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2007, 692 (04) :705-708

[59] N-Heterocyclic Carbene-Catalyzed Generation of α,β-Unsaturated Acyl Imidazoliums: Synthesis of Dihydropyranones by their Reaction with Enolates [J].

Ryan, Sarah J. ;

Candish, Lisa ;

Lupton, David W. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (40) :14176-+

[60] Group Transfer Polymerization of Acrylates Catalyzed by N-Heterocyclic Carbenes [J].

Scholten, Marc D. ;

Hedrick, James L. ;

Waymouth, Robert M. .

MACROMOLECULES, 2008, 41 (20) :7399-7404

← 1 2 3 4 5 6 7 →