Sulfur cation radicals

Richard S. Glass, Amanda M. Radspinner, Waheguru Pal Singh

Research output: Contribution to journalArticle

4 Scopus citations

Abstract

The oxidation potentials of 2-silylated and 2-stannylated 1,3-dithianes have been determined by cyclic voltammetry. There is substantial, geometry-dependent, lowering of the oxidation potential by tin substituants as illustrated by 2,2-bis(trimethylstannyl)-1,3-dithiane whose oxidation potential of 0.19V is almost IV lower than that of 1,3-dithiane itself. The UV He I photoelectron spectrum of this compound shows that its two lowest ionization potentials of 7.48 and 7.97 eV are about 1 eV lower than those of 1,3-dithiane. X-ray crystallographic structure studies on 2,2-bis(trimethylstannyl)-1,3-dithiane reveal that it adopts a chair conformation with an axial and an equatorial tin substituent. Variable temperature 13C NMR spectroscopic studies demonstrate that this compound undergoes ring inversion in solution with a barrier of approximately 13.5 kcal/mol.

Original languageEnglish (US)
Pages (from-to)853-858
Number of pages6
JournalPure and Applied Chemistry
Volume68
Issue number4
DOIs
StatePublished - Apr 1996

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

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