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Unravelling the underlying mechanism of the reduction of aldehydes/ketones with metal borohydride in an aprotic solvent.

作者信息

Li Xinying, Kang Jia-Xin, Liang Shasha, Long Xi-Hong, Ma Yan-Na, Chen Xuenian

机构信息

College of Chemistry, Zhengzhou University, Zhengzhou, Henan 450001, China.

School of Chemistry and Chemical Engineering, Henan Key Laboratory of Boron Chemistry and Advanced Energy Materials, Henan Normal University, Xinxiang, Henan 453007, China.

出版信息

Chem Commun (Camb). 2024 May 21;60(42):5486-5489. doi: 10.1039/d3cc06108f.

DOI:10.1039/d3cc06108f
PMID:38568798
Abstract

The reduction mechanism of aldehyde/ketones with M(BH) is not fully understood, even though the hydroboration mechanism of weak Lewis base borane complexes is known to involve a four-membered ring transition state. Herein, the reduction mechanism of M(BH) in aprotic solvents has been elucidated for a six-membered ring, in which hydride transfer to the C atom from the B atom, formation of an L·BH adduct, and disproportionation of (BH(OR)) borane are involved. The metal cations and solvents participate in and significantly influence the reaction procedure. We believe that this mechanistic study would provide a further reference for the application of M(BH) in organic reactions.

摘要

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