Structure of Bis(trifluoromethyl)cuprate and Its Role in Trifluoromethylation Reactions

被引:162
作者
Dubinina, Galyna G. [1 ]
Ogikubo, Junichi [1 ]
Vicic, David A. [1 ]
机构
[1] Univ Hawaii Manoa, Dept Chem, Honolulu, HI 96822 USA
关键词
D O I
10.1021/om800794m
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
An equilibrium between [(SIMes)Cu-CF3] (1, SIMes = 1,3-dimesitylimidazolin-2-ylidene) and the cuprate salt [(SIMeS)(2)Cu][(CF3)(2)Cu] (2) was Observed. Synthetic methods to prepare and isolate 2 are reported. Trifluoromethylations using equilibrium Mixtures of 1 and 2 occur readily for aryl iodides and even occur for aryl bromides at 90 degrees C. Kinetic data suggest the cuprate form does not play a significant role in trifluoromethylations using N-heterocyclic carbene complexes of copper.
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页码:6233 / 6235
页数:3
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