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DOI: 10.1055/s-0034-1378315
Molybdenum-Mediated Desulfurization of Thiols and Disulfides
Publication History
Received: 11 April 2014
Accepted after revision: 13 May 2014
Publication Date:
06 June 2014 (online)
Abstract
We have successfully achieved the molybdenum hexacarbonyl [Mo(CO)6] mediated desulfurization of thiols and disulfides. In this reaction, the sulfhydryl (SH) mercapto groups of aryl, benzyl, primary and secondary alkyl thiols, and S–S single bonds of disulfides can be removed. This reaction has high functional group tolerance and is not affected by steric hindrance. The results of the reactions in acetone-d 6 suggest that the sources of hydrogen in the thiol and disulfide desulfurizations are the hydrogen atom(s) of a sulfhydryl group and acetone (solvent), respectively, and that the desulfurization proceeds via the formation of an organomolybdenum species.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000083.
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References and Notes
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For several examples of oxidative addition of thiols to a molybdenum center, see:
For several examples of the generation of transition-metal–carbon bonds via the formation of a (transition-metal)–S double or triple bond, see: