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Updated: Jun 27, 2026

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
Published on: November 21, 2017
Oxidative cleavage with hydrogen peroxide: preparation of polycarboxylic acids from cyclic olefins
Kango Fujitani1, Toshihiro Mizutani, Tatsuo Oida
1Environment Safety/Quality Assurance Department, New Japan Chemical Co., Ltd., Kyoto, Japan. fujitani-k@nj-chem.co.jp
Abstract:
Oxidative cleavage of carbon-carbon double bonds of cyclic olefins with hydrogen peroxide in the presence of heteropolyacids has been investigated as a clean and environmentally friendly preparation of polycarboxylic acids. In the presence of 12-tungstophospholic acid (H(3)PW(12)O(40)), adipic acid was obtained in 95% yield from cyclohexene in lipophilic phase and hydrogen peroxide in aqueous phase. In addition, 1,2,3,4-butanetetracarboxylic acid was also obtained in 87% yield from 1,2,3,6-tetrahydrophtharic acid anhydride, while endic acid anhydride did not afford corresponding 2,3,6-cyclopentanetetracarboxylic acid but only lactone compound was obtained. In this oxidation process, oxidative cleavage of carbon-carbon double bonds would proceed as the sequential reactions in which the rate determining step is oxidative cleavage of vicinal-diol compounds.
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