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Updated: Mar 14, 2026

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Published on: July 30, 2017
One-Step Trimethylstannylation of Benzyl and Alkyl Halides
Jianbing Jiang1,2, Robert H Crabtree1,2, Gary W Brudvig1,2
1Department of Chemistry, Yale University , New Haven, Connecticut 06520, United States.
Abstract:
Trialkylstannanes are good leaving groups that have been used for the formation of carbon-metal bonds to electrode surfaces for analyses of single-molecule conductivity. Here, we report the multistep synthesis of two amide-containing compounds that are of interest in studies of molecular rectifiers. Each molecule has two trimethylstannyl units, one linked by a methylene and the other by an ethylene group. To account for the very different reactivities of the parent halides, a new methodology for one-step trimethylstannylation was developed and optimized.
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