[Mes-B-TMP]+ borinium cation initiated cyanosilylation and catalysed hydrosilylation of ketones and aldehydes

Po-Han Chen; Ching-Pei Hsu; Hsi-Ching Tseng; Yi-Hung Liu; Ching-Wen Chiu

doi:10.1039/D1CC06319G

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[Mes-B-TMP]⁺ borinium cation initiated cyanosilylation and catalysed hydrosilylation of ketones and aldehydes†

Po-Han Chen,^a Ching-Pei Hsu,

^a Hsi-Ching Tseng,^a Yi-Hung Liu^a and Ching-Wen Chiu

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, National Taiwan University, No. 1, Sec. 4, Roosevelt Rd, Taipei, Taiwan, Republic of China
E-mail: cwchiu@ntu.edu.tw

Abstract

Two aryl amino borinium cations derived from Cl(Mes)B-NR₂ (NR₂ = TMP, HMDS) faced divergent outcomes. As the HMDS-substituted one underwent methyl migration from silicon to boron transforming the putative borinium ion to a silylium ion, [Mes-B-TMP]⁺ can initiate cyanosilylation and catalyse hydrosilylation of ketones and aldehydes.

This article is part of the themed collection: Boron Chemistry in the 21st Century: From Synthetic Curiosities to Functional Molecules

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Article information

DOI: https://doi.org/10.1039/D1CC06319G
Article type: Communication
Submitted: 09 11月 2021
Accepted: 25 11月 2021
First published: 25 11月 2021

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Chem. Commun., 2021,57, 13732-13735

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[Mes-B-TMP]⁺ borinium cation initiated cyanosilylation and catalysed hydrosilylation of ketones and aldehydes

P. Chen, C. Hsu, H. Tseng, Y. Liu and C. Chiu, Chem. Commun., 2021, 57, 13732 DOI: 10.1039/D1CC06319G

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Chemical Communications