Addition of methyllithium to disilyne RSiSiR (R = SiiPr[CH(SiMe3)2]), giving a disilenyllithium, and its unexpected isomerization to a disilacyclopropylsilyllithium

Torahiko Yamaguchi; Masaaki Ichinohe; Akira Sekiguchi

doi:10.1039/C0NJ00027B

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Addition of methyllithium to disilyne RSiSiR (R = SiiPr[CH(SiMe₃)₂]), giving a disilenyllithium, and its unexpected isomerization to a disilacyclopropylsilyllithium†‡

Torahiko Yamaguchi,^a Masaaki Ichinohe^a and Akira Sekiguchi*^a

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^a Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Japan
E-mail: sekiguch@chem.tsukuba.ac.jp
Fax: +81 29-853-4314
Tel: +81 29-853-4314

Abstract

The reaction of the isolable disilyne 1, RSi [triple bond, length as m-dash] SiR (R = SiiPr[CH(SiMe₃)₂]), with MeLi produced the methyl-substituted disilenyllithium 2 as the primary product. However, 2 is not thermally stable at room temperature in THF, and slowly isomerized to the unexpected disilacyclopropylsilyllithium, which was characterized by NMR spectroscopy as well as by X-ray crystallography.

This article is part of the themed collection: Main group elements

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Article information

DOI: https://doi.org/10.1039/C0NJ00027B
Article type: Letter
Submitted: 15 Jan 2010
Accepted: 09 Feb 2010
First published: 04 Mar 2010

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New J. Chem., 2010,34, 1544-1546

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Addition of methyllithium to disilyne RSiSiR (R = SiiPr[CH(SiMe₃)₂]), giving a disilenyllithium, and its unexpected isomerization to a disilacyclopropylsilyllithium

T. Yamaguchi, M. Ichinohe and A. Sekiguchi, New J. Chem., 2010, 34, 1544 DOI: 10.1039/C0NJ00027B

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