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Issue 24, 2019
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Silylene induced cooperative B–H bond activation and unprecedented aldehyde C–H bond splitting with amidinate ring expansion

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Abstract

The addition of HBpin to PhC(NtBu)2SiN(SiMe3)2 (1) results in the cleavage of the B–H bond in a cooperative fashion across the Si and amidinate-C sites. The reaction of 1 with benzaldehyde led to C–H bond activation with amidinate ring expansion leading to a five-membered heterocycle. In case of 4-fluorobenzaldehyde, a C–C bond coupling takes place leading to a dioxasilolane derivative as the major product.

Graphical abstract: Silylene induced cooperative B–H bond activation and unprecedented aldehyde C–H bond splitting with amidinate ring expansion

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Article information


Submitted
12 Jan 2019
Accepted
24 Feb 2019
First published
25 Feb 2019

This article is Open Access

Chem. Commun., 2019,55, 3536-3539
Article type
Communication

Silylene induced cooperative B–H bond activation and unprecedented aldehyde C–H bond splitting with amidinate ring expansion

V. S. V. S. N. Swamy, K. V. Raj, K. Vanka, S. S. Sen and H. W. Roesky, Chem. Commun., 2019, 55, 3536
DOI: 10.1039/C9CC00296K

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