Issue 10, 2023

Imine-stabilized silylium ions: synthesis, structure and application in catalysis

Abstract

Novel norbornene-based imine-stabilized silylium ions 2 have been synthesized via the simple reaction of sulfide-stabilized silylium ion 1 with carbonyl derivatives. Those silylium ions were fully characterized in solution and in the solid state by NMR spectroscopy and X-ray diffraction analysis as well as DFT calculations. Unlike the previously reported phosphine-stabilized silylium ion VI, behaving as a Lewis pair, calculations show that 2 have a strong Lewis acid character. Indeed, imine-stabilized silylium ions 2 are able to activate Si–H bonds and catalyzed the hydrosilylation of carbonyl derivatives under mild conditions.

Graphical abstract: Imine-stabilized silylium ions: synthesis, structure and application in catalysis

Supplementary files

Article information

Article type
Paper
Submitted
18 Jan 2023
Accepted
03 Feb 2023
First published
06 Feb 2023
This article is Open Access
Creative Commons BY-NC license

Dalton Trans., 2023,52, 3052-3058

Imine-stabilized silylium ions: synthesis, structure and application in catalysis

A. Dajnak, L. Shi, G. Altınbaş Özpınar, R. Lenk, N. Saffon-Merceron, A. Baceiredo, T. Kato, T. Müller and E. Maerten, Dalton Trans., 2023, 52, 3052 DOI: 10.1039/D3DT00168G

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