Selective oxidative cleavage of 1, 2-dimethoxyarenes to muconic diesters catalysed by an iron β-sulfonated-tetrakis (pentafluorophenyl) porphyrin

I Artaud, H Grennberg, D Mansuy

Index: Artaud, Isabelle; Grennberg, Helena; Mansuy, Daniel Journal of the Chemical Society, Chemical Communications, 1992 , # 15 p. 1036 - 1038

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Citation Number: 10

Abstract

The water-soluble iron (III)[TF5PS4P= meso-tetrakis (pentafluorophenyl)-β- tetrasulfonatoporphyrin] catalyses the selective oxidation, by magnesium monoperoxyphthalate (or H2O2), of 1, 2-dimethoxyarenes bearing an electron-withdrawing substituent (CN, CHO, COR) to muconic dimethyl esters which are formed in 30–40% yield and are the only reaction products obtained after CH2Cl2 extraction.