C2-Selective silylation of pyridines by a rhodium-aluminum complex
Naofumi Hara1, Nao Uemura1, Yoshiaki Nakao1
1Department of Material Chemistry, Institution Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510, Japan. nakao.yoshiaki.8n@kyoto-u.ac.jp.
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.
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