Tetrakis(di-tert-butylmethylsilyl)distannene and its anion radical

Tomohide Fukawa; Vladimir Ya Lee; Masaaki Nakamoto; Akira Sekiguchi

doi:10.1021/ja040152k

Tetrakis(di-tert-butylmethylsilyl)distannene and its anion radical

J Am Chem Soc. 2004 Sep 29;126(38):11758-9. doi: 10.1021/ja040152k.

Authors

Tomohide Fukawa¹, Vladimir Ya Lee, Masaaki Nakamoto, Akira Sekiguchi

Affiliation

¹ Department of Chemistry, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan.

PMID: 15382887
DOI: 10.1021/ja040152k

Abstract

Tetrakis(di-tert-butylmethylsilyl)distannene 1 was synthesized by the coupling reaction of tBu2MeSiNa with SnCl2-diox in THF and isolated as dark-green crystals. X-ray analysis of 1 showed the shortest Sn=Sn double bond (2.6683(10) A) among all acyclic distannenes, an almost planar geometry around the Sn atoms, and a highly twisted Sn=Sn double bond. The reaction of distannene 1 with CCl4 produced 1,2-dichlorodistannane 2, implying that 1 does not dissociate into stannylenes, both in the solid state and in solution. The one-electron reduction of 1 with potassium furnished the corresponding distannene anion radical 3, the stable ion radical of the heavy alkene analogues, which has been fully characterized by X-ray crystallography and ESR spectroscopy.