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One-Step Trimethylstannylation of Benzyl and Alkyl Halides

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journal contribution
posted on 19.09.2016, 00:00 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.