Fundamental Reactivity of Sulfur with Organotins: Underexploited Ar-S Bond Formation under Aqueous and Aerobic Conditions

Marc Gingras; Yoann M. Chabre; Jean-Manuel Raimundo

doi:10.1055/s-2004-829166

FEATUREARTICLE

Fundamental Reactivity of Sulfur with Organotins: Underexploited Ar-S Bond Formation under Aqueous and Aerobic Conditions

Marc Gingras*, Yoann M. Chabre, Jean-Manuel Raimundo
Chemical Laboratory of Organic and Metallic Materials (CMOM), Faculty of Sciences, University of Nice-Sophia Antipolis, 28 Avenue Valrose, 06108 Nice Cedex 2, France
Fax: +33(4)92076578; e-Mail: gingras@unice.fr;

Abstract

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Abstract

This work describes a comprehensive study on the reactivity of organotins with elemental sulfur for producing organosulfur compounds and Ar-S bonds. Elemental sulfur, fluoride ions and organotins reacted under aqueous, aerobic and almost neutral conditions to selectively generate disulfides, without forming thiols or thioethers (or sometimes trisulfides). Several parameters were examined in depth: organotins, carbon ligands, fluoride sources, temperatures, solvents and equivalents of sulfur.

Key words

sulfur - organotins - fluoride ions - hypercoordination - aryl disulfides

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