Open AccessTriethylammonium halochromates/silica gel: an efficient reagent for oxidative coupling of thiols to disulfides
Author(s) -
Shahriar Ghammamy,
Mohammad Kazem Mohammadi,
Ali Hassani Joshaghani
Publication year - 2008
Publication title -
macedonian journal of chemistry and chemical engineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.19
H-Index - 16
eISSN - 1857-5625
pISSN - 1857-5552
DOI - 10.20450/mjcce.2008.231
Subject(s) - chemistry , reagent , triethylamine , silica gel , chromium , inorganic chemistry , hydrofluoric acid , hydrochloric acid , oxide , oxidative coupling of methane , organic chemistry , polymer chemistry , nuclear chemistry , catalysis
Triethylammonium halochromates, (C2H5)3NCrO3X, TEAXC (X = Cl, F) are easily synthesized by the reaction of triethylamine with a solution of chromium(VI) oxide in 6M hydrochloric acid, or a solution of chromium(VI) oxide in 40% hydrofluoric acid. These reagents are easily supported on common silica gel and can be used as heterogeneous oxidants. Triethylammonium halochromate(VI) is a versatile reagent for the effective and selective oxidation of organic substrates. Various aliphatic (cyclic and acyclic) and aromatic thiols are converted into the corresponding disulfides by treatment with triethylammonium fluorochromate(VI), (TEACC) or triethylammonium chlorochromate(VI), (TEAFC) supported on silica gel, in excellent yields and under mild reaction conditions.