源自碳硼烷的手性亚磷酸酯：催化不对称氢化中的电子效应

Chiral phosphites derived from carboranes: electronic effect in catalytic asymmetric hydrogenation.

作者信息

Lyubimov Sergey E, Kalinin Valery N, Tyutyunov Andrey A, Olshevskaya Valentina A, Dutikova Yulia V, Cheong Chan Seong, Petrovskii Pavel V, Safronov Anton S, Davankov Vadim A

机构信息

Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, Russia.

出版信息

Chirality. 2009 Jan;21(1):2-5. doi: 10.1002/chir.20565.

DOI:10.1002/chir.20565

PMID:18506834

Abstract

A series of new fine-tunable monodentate phosphite and phosphoramidite ligands based on carboranes have been synthesized and used for asymmetric Rh-catalyzed hydrogenation of prochiral olefins with the result of up to 99.8% ee. Dependence of the enantioselectivity on the electron-withdrawing or electron-donating properties of the carboranyl substituent has been studied.

摘要

一系列基于碳硼烷的新型可微调单齿亚磷酸酯和亚磷酰胺配体已经合成出来，并用于前手性烯烃的不对称铑催化氢化反应，对映体过量值高达99.8%。研究了对映选择性对碳硼烷基取代基吸电子或供电子性质的依赖性。