Triethylammonium halochromates/silica gel: an efficient reagent for oxidative coupling of thiols to disulfides

Authors

  • Shahriare Ghammamy Department of Chemistry, Faculty of Science, Imam Khomeini International University, Qazvin
  • Mohammad Kazem Mohammadi Faculty of Science, Islamic Azad University, Ahwaz Branch , Ahwaz
  • Ali Hassani Joshaghani Department of Chemical Engineering, Faculty of Engineering, Islamic Azad University, Arak Branch, Arak

DOI:

https://doi.org/10.20450/mjcce.2008.231

Keywords:

triethylammonium fluorochromate(VI), triethylammonium chlorochromate(VI), heterogeneous oxidants, silica gel, oxidation, thiol, disulfides

Abstract

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.

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Published

2008-12-15

How to Cite

Ghammamy, S., Mohammadi, M. K., & Joshaghani, A. H. (2008). Triethylammonium halochromates/silica gel: an efficient reagent for oxidative coupling of thiols to disulfides. Macedonian Journal of Chemistry and Chemical Engineering, 27(2), 117–122. https://doi.org/10.20450/mjcce.2008.231

Issue

Vol. 27 No. 2 (2008)

Section

Organic Chemistry

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