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用于钌催化芳基酮高效不对称氢化的杂化氨基苯并咪唑配体

Hybrid NH2-benzimidazole ligands for efficient Ru-catalyzed asymmetric hydrogenation of aryl ketones.

作者信息

Li Yuehui, Ding Kuiling, Sandoval Christian A

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.

出版信息

Org Lett. 2009 Feb 19;11(4):907-10. doi: 10.1021/ol802766u.

DOI:10.1021/ol802766u
PMID:19199773
Abstract

Readily available hybrid NH(2)/benzimidazole ligands (R-bimaH, 1) dramatically influence the outcome of established Ru-based catalysts during asymmetric hydrogenation of aryl ketones. The benzimidazole functionality results in reversal of the typically observed chiral induction and allows for hydrogenation to be uncharacteristically conducted in nonprotic solvents. The developed systems efficiently catalyzed the AH of a number of ketones in up to 99% ee.

摘要

易于获得的混合NH(2)/苯并咪唑配体(R-bimaH,1)在芳基酮的不对称氢化反应中对已有的钌基催化剂的反应结果产生了显著影响。苯并咪唑官能团导致了通常观察到的手性诱导的反转,并使得氢化反应能够在非质子溶剂中以非典型的方式进行。所开发的体系有效地催化了多种酮的不对称氢化反应,对映体过量值高达99%。

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