Electron transfer in the peroxytrifluoroacetic acid-assisted sulfoxidation and oxidative destruction of benzhydryl sulfides

AR Akopova, AS Morkovnik, VN Khrustalev…

Index: Akopova; Morkovnik; Khrustalev; Bicherov Russian Chemical Bulletin, 2013 , vol. 62, # 5 p. 1164 - 1175 Izv. Akad. Nauk, Ser. Khim., 2013 , # 5 p. 1164 - 1175,12

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Abstract

Abstract The reactions of benzhydryl sulfides Ph 2 CHSCH 2 R (R= H, CONH 2, COOH, CN) with peroxytrifluoroacetic acid in CF 3 COOH were studied experimentally and by the quantum chemical density functional theory (DFT) method and exhibited an unusual dependence on the substituent R. When R≠ H, a complicated oxidative destruction of the substrates occurs to form 2, 4, 6-tribenzhydrylphenol as one of the products, while in the ...