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

✍ Scribed by Mohammad Kazem Mohammadi; Shahriare Ghammamy; Soroush Zarrinabadi; Mohammad Hossein Farjam; Behrang Sabayan

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 68 KB
• Volume: 28
• Category: Article
• ISSN: 0256-7660
• DOI: 10.1002/cjoc.201090363

✦ Synopsis

Abstract

New orange solid tributylammonium halochromates, (C~4~H~9~)~3~N^+^CrO~3~X^−^, TBAXC (X=F, Cl) are easily synthesized by the reaction of tributylammonium fluoride and chloride with CrO~3~ 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.