One-Step Trimethylstannylation of Benzyl and Alkyl Halides

Jianbing Jiang, Robert H. Crabtree, Gary W Brudvig

Research output: Contribution to journalArticle

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.

Original languageEnglish
Pages (from-to)9483-9488
Number of pages6
JournalJournal of Organic Chemistry
Volume81
Issue number19
DOIs
Publication statusPublished - Oct 7 2016

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Molecules
Amides
Carbon
Metals
Electrodes
ethylene

ASJC Scopus subject areas

  • Organic Chemistry

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One-Step Trimethylstannylation of Benzyl and Alkyl Halides. / Jiang, Jianbing; Crabtree, Robert H.; Brudvig, Gary W.

In: Journal of Organic Chemistry, Vol. 81, No. 19, 07.10.2016, p. 9483-9488.

Research output: Contribution to journalArticle

Jiang, Jianbing ; Crabtree, Robert H. ; Brudvig, Gary W. / One-Step Trimethylstannylation of Benzyl and Alkyl Halides. In: Journal of Organic Chemistry. 2016 ; Vol. 81, No. 19. pp. 9483-9488.
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