The Journal of Organic Chemistry

Apical ligand preference and fluxional behavior of some sulfuranes

WY Lam, JC Martin

Index: Lam, William Y.; Martin, J. C. Journal of Organic Chemistry, 1981 , vol. 46, # 22 p. 4468 - 4473

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Citation Number: 2

Abstract

SuKdea 4, 11, and 12 react with m-chloroperbenzoic acid to form apidy unsymmetridy substituted sulfuranea 18-20, respectively, instead of the isomeric symmetrically substituted dialkoxysulfuranes. Rapid equilibration (AG* 120c= 14.7 kcal mol-') of isomers of sulfurane 18 is observed and studied by 'H NMR spectroscopy. An associative mechanism for these interconversion pmcesses is proposed. Potassium salts of 18 and 19 are symmetrical ...