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Letters in Organic Chemistry

Author(s): Qizhong Zhou, Bin Zhang, Haining Gu, Aiguo Zhong, Tieqi Du, Qiong Zhou, Yuyuan Ye, Zhengneng Jin, Huajiang Jiang and Rener Chen

DOI: 10.2174/157017812800167493

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Regioselective C-S Bond Formation Accomplished by Regioselective C-F Substitution of Polyfluoroarenes with Substituted Thiophenols

Page: [175 - 182] Pages: 8

  • * (Excluding Mailing and Handling)

Abstract

The nucleophilic aromatic substitution reaction of pentafluorobenzene, methyl 2,3,4,5-tetrafluorobenzoic acid ester and 1,2,4,5-tetrafluorobenzene with substituted thiophenols showed good regioselectivity while pentafluorobenzene gave high yields. The computational results suggest that the specificity difference between polyfluorobenzenes originates from their electronic properties.

Keywords: Polyfluorobenzene, thiophenol, SNAr, selective substution, Octafluoroanthracene, parylene, nickel, decarboxylative, thiophenols, atmosphere