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Issue 48, 2021
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C2-Selective silylation of pyridines by a rhodium–aluminum complex

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Abstract

We have developed a C2-selective mono-silylation of a variety of pyridines using a Rh–Al complex. Both the site- and mono-selectivity are controlled via the pyridine coordination to the Lewis-acidic Al center prior to the activation of the pyridine C(2)–H bond at the proximal Rh center. A reaction mechanism is proposed based on several mechanistic studies, including the isolation of a (2-pyridyl)silylrhodium intermediate.

Graphical abstract: C2-Selective silylation of pyridines by a rhodium–aluminum complex

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Article information


Submitted
16 Jan 2021
Accepted
04 May 2021
First published
04 May 2021

Chem. Commun., 2021,57, 5957-5960
Article type
Communication

C2-Selective silylation of pyridines by a rhodium–aluminum complex

N. Hara, N. Uemura and Y. Nakao, Chem. Commun., 2021, 57, 5957
DOI: 10.1039/D1CC00278C

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