1,3-bis(N,N-dialkylamino)imidazolin-2-ylidenes:: Synthesis and reactivity of a new family of stable N-heterocyclic carbenes

被引:62
作者
Alcarazo, M
Roseblade, SJ
Alonso, E
Fernández, R
Alvarez, E
Lahoz, FJ
Lassaletta, JM
机构
[1] US, CSIC, Inst Invest Quim, E-41092 Seville, Spain
[2] Univ Seville, Dept Quim Organ, E-41012 Seville, Spain
[3] CSIC, Inst Ciencia Mat Aragon, E-50009 Zaragoza, Spain
关键词
D O I
10.1021/ja0471119
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of stable 1,3-bis(N,N-dialkylamino)imidazolin-2-ylidenes was accomplished from readily available chiral bis-hydrazones after reduction or addition of PhMgCl, cyclization to imidazolinium salts, and treatment with KN(SiMe3)2. This strategy allows the obtention of free imidazolin-2-ylidenes and their Rh(COD)Cl complexes in enantiomerically pure form. The σ-donor ability of dialkylamino-substituted diaminocarbenes was found to be slightly higher than that of alkyl(aryl) analogues. Copyright © 2004 American Chemical Society.
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页码:13242 / 13243
页数:2
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