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One-Step Trimethylstannylation of Benzyl and Alkyl Halides

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journal contribution
posted on 2016-09-19, 00:00 authored by Jianbing Jiang, Robert H. Crabtree, Gary W. Brudvig
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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