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Published on: January 2, 2012
Regenerable Thiophenolic Radical-Trapping Antioxidants
Jiajie Yan1, Jia-fei Poon1, Vijay P Singh1
1Uppsala University , Department of Chemistry - BMC, Box 576, SE-751 23 Uppsala, Sweden.
Abstract:
Diphenyl disulfides carrying alkyltelluro groups in the o-, m-, and p-positions were prepared using ortho-lithiation and lithium halogen exchange reactions. The novel antioxidants showed only minimal inhibitory effect on the azo-initiated peroxidation of linoleic acid in chlorobenzene until reduced to the corresponding thiophenols by tris(2-carboxyethyl)phosphine (TCEP). The best in situ generated thiophenol (from 7c) under these conditions quenched peroxyl radicals more efficiently than α-tocopherol with an almost 3-fold increase in inhibition time.
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