Tributylammonium Halochromates/silica Gel: Simple Reagents for Oxidative Coupling of Thiols to Symmetrical Disulfides

摘要

New orange solid tributylammonium halochromates, (C₄H₉)₃N+CrO₃X−, TBAXC (X=F, Cl) are easily synthesized by the reaction of tributylammonium fluoride and chloride with CrO₃ in a 1:1 molar ratio in the presence of HF and HCl. Tributylammonium halochromates(VI) are versatile reagent for the effective and selective oxidation of organic substrates. Silica gel supported TBAFC and TBACC are versatile reagents for the effective and selective oxidation of organic substrates, in particular, thiols, under mild conditions. Considerable improvements are observed in the presence of the absorbent, making the work-up much more convenient.