A New Class of Singlet Carbene Ligands

被引:35
作者
Alcarazo, Manuel [1 ]
Suarez, Rosa M. [1 ]
Goddard, Richard [1 ]
Fuerstner, Alois [1 ]
机构
[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
关键词
allenes; carbenes; gold; rhodium; zwitterions; N-HETEROCYCLIC CARBENES; COMPLEXES; CHEMISTRY; ALLENES;
D O I
10.1002/chem.201001779
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) What are you? Deprotonation of fluorenylidene phosphonium salts generates reactive intermediates that can be described as push-pull cumulenes or singlet carbenes (see scheme). Whereas the NMR data are ambiguous, the coordination behavior shows the ready availability of a lone pair at the central C atom. The donor ability of singlet carbene ligands of this new class exceeds that of the commonly used N-heterocyclic carbenes (NHCs). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9746 / 9749
页数:4
相关论文
共 45 条
[1]   Imidazo[1,5-a]pyridine:: A versatile architecture for stable N-heterocyclic carbenes [J].
Alcarazo, M ;
Roseblade, SJ ;
Cowley, AR ;
Fernández, R ;
Brown, JM ;
Lassaletta, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (10) :3290-3291
[2]  
Alcarazo M., 2010, ANGEW CHEM, V122, P2596
[3]   Steering the Surprisingly Modular π-Acceptor Properties of N-Heterocyclic Carbenes: Implications for Gold Catalysis [J].
Alcarazo, Manuel ;
Stork, Timon ;
Anoop, Anakuthil ;
Thiel, Walter ;
Fuerstner, Alois .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (14) :2542-2546
[4]  
Alcarazo M, 2009, NAT CHEM, V1, P295, DOI [10.1038/NCHEM.248, 10.1038/nchem.248]
[5]   A STABLE CRYSTALLINE CARBENE [J].
ARDUENGO, AJ ;
HARLOW, RL ;
KLINE, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :361-363
[6]   Looking for stable carbenes: The difficulty in starting anew [J].
Arduengo, AJ .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (11) :913-921
[7]   Carbenes Introduction [J].
Arduengo, Anthony J. ;
Bertrand, Guy .
CHEMICAL REVIEWS, 2009, 109 (08) :3209-3210
[8]  
BETRRAND G, 2002, CARBENE CHEM FLEETIN
[9]   Stable carbenes [J].
Bourissou, D ;
Guerret, O ;
Gabbaï, FP ;
Bertrand, G .
CHEMICAL REVIEWS, 2000, 100 (01) :39-91
[10]  
DOPICO PG, 1997, J ORG CHEM, V62, P2564