Abstract

The efficient and straightforward syntheses of silylthioethers and disulfides are presented. The synthetic methodologies are based on new rhodium complexes containing bulky N-heterocyclic carbene (NHC) ligands that turned out to be efficient catalysts in thiol and thiol–silane coupling reactions. These green protocols, which use easily accessible reagents, allow obtaining compounds containing S–Si and S–S bonds in solvent-free conditions. Additionally, preliminary tests on coupling of mono- and octahydro-substituted spherosilicates with selected thiols have proved to be very promising and showed that these catalytic systems can be used for the synthesis of a novel class of functionalized silsesquioxane derivatives.

Highlights

  • Organosulfur compounds are associated primarily with unpleasant odors, they play an extremely important role in many areas of life and science

  • We began our research with the synthesis of new types of Nheterocyclic carbene (NHC)−rhodium

  • They were isolated as yellow solids in yields of 91 (II) and 93% (III) according to the methodology described by

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Summary

Introduction

Organosulfur compounds are associated primarily with unpleasant odors, they play an extremely important role in many areas of life and science. We report the synthesis of rhodium catalysts containing bulky NHC ligands and their application in disulfide and silylthioether formation. To evaluate the effect of the solvent, temperature, reaction time, and loading of the catalyst, a series of additional catalytic tests were performed.

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