Please use this identifier to cite or link to this item: https://doi.org/10.1021/om200461j
Title: Photocatalytic transformation of organic and water-soluble thiols into disulfides and hydrogen under aerobic conditions using Mn(CO)5Br
Authors: Tan, K.Y.D.
Teng, G.F.
Fan, W.Y. 
Issue Date: 8-Aug-2011
Citation: Tan, K.Y.D., Teng, G.F., Fan, W.Y. (2011-08-08). Photocatalytic transformation of organic and water-soluble thiols into disulfides and hydrogen under aerobic conditions using Mn(CO)5Br. Organometallics 30 (15) : 4136-4143. ScholarBank@NUS Repository. https://doi.org/10.1021/om200461j
Abstract: The photolysis of Mn(CO)5Br with thiols under aerobic conditions at room temperature produces the corresponding disulfides in high yields, accompanied by the evolution of hydrogen as the only other product. This transformation is a greener route toward the synthesis of disulfides and exhibits 100% atom economy. The catalytic system possesses high chemoselectivity, as evidenced by high disulfide yields even in the presence of numerous functional groups. A mechanism has been proposed to involve free radical species and is based on fac-Mn(CO)3(RSH)2Br being an important catalytic intermediate. Mn(CO)5Br is also able to catalyze the conversion of naturally occurring water-soluble thiols such as cysteine and glutathione. Coupled with suitable enzymes that regenerate thiols from disulfides using proton sources, it is possible to envisage a combined catalytic cycle that is able to reduce protons to hydrogen efficiently. © 2011 American Chemical Society.
Source Title: Organometallics
URI: http://scholarbank.nus.edu.sg/handle/10635/94512
ISSN: 02767333
DOI: 10.1021/om200461j
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.

SCOPUSTM   
Citations

25
checked on Aug 8, 2018

WEB OF SCIENCETM
Citations

23
checked on Aug 1, 2018

Page view(s)

33
checked on Jul 27, 2018

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.