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铜(II)催化的酮和醛的选择性硼氢化反应

Copper(II)-Catalyzed Selective Hydroboration of Ketones and Aldehydes.

作者信息

Zeng Haisu, Wu Jing, Li Sihan, Hui Christina, Ta Anita, Cheng Shu-Yuan, Zheng Shengping, Zhang Guoqi

机构信息

Department of Sciences, John Jay College and Ph.D. Program in Chemistry , The Graduate Center of the City University of New York , New York , New York 10019 , United States.

Department of Chemistry , Hunter College, The City University of New York , New York , New York 10065 , United States.

出版信息

Org Lett. 2019 Jan 18;21(2):401-406. doi: 10.1021/acs.orglett.8b03583. Epub 2019 Jan 9.

Abstract

A novel nonanuclear copper(II) complex obtained by a facile one-pot self-assembly was found to catalyze the hydroboration of ketones and aldehydes with the absence of an activator under mild, solvent-free conditions. The catalyst is air- and moisture-stable, displaying high efficiency (1980 h turnover frequency, TOF) and chemoselectivity on aldehydes over ketones and ketones over imines. This represents a rare example of divalent copper catalyst for the hydroboration of carbonyls.

摘要

通过简便的一锅法自组装得到的一种新型九核铜(II)配合物,发现在温和、无溶剂条件下,无需活化剂就能催化酮和醛的硼氢化反应。该催化剂对空气和湿气稳定,对醛相对于酮以及酮相对于亚胺表现出高效率(1980 h 周转频率,TOF)和化学选择性。这是二价铜催化剂用于羰基硼氢化反应的一个罕见例子。

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