Issue 48, 2021

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

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

Supplementary files

Article information

Article type
Communication
Submitted
16 yan 2021
Accepted
04 may 2021
First published
04 may 2021

Chem. Commun., 2021,57, 5957-5960

Author version available

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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