Regenerable Thiophenolic Radical-Trapping Antioxidants

Jiajie Yan, Jia Fei Poon, Vijay P. Singh, Paul Gates, Lars Engman*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

2 Citations (Scopus)
271 Downloads (Pure)

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.

Original languageEnglish
Pages (from-to)6162-6165
Number of pages4
JournalOrganic Letters
Volume17
Issue number24
DOIs
Publication statusPublished - 10 Dec 2015

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