Regenerable Thiophenolic Radical-Trapping Antioxidants

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• 作者：Jiajie Yan ; Jia-fei Poon ; Vijay P. Singh ; Paul Gates ; Lars Engman
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：December 18, 2015
• 年：2015
• 卷：17
• 期：24
• 页码：6162-6165
• 全文大小：316K
• ISSN：1523-7052

文摘

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 伪-tocopherol with an almost 3-fold increase in inhibition time.