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Location: Home>Papers of Journal of Molecular Catalysis
Ni(OAc)2 /Pyridine Complex Catalytic Oxidation of Benzylic Compounds and Alcohols with Molecular Oxygen
2012-05-22 ArticleSource:
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CHEN Wei, WANG Peilong, SUN Yue, SU Yiming, ZHENG Xiaoqi*

(Department of Chemistry, University of Science and Technology of China, Hefei 230026, P. R. China)

Abstract: Ni(OAc)2 combined with pyridine and tert-Butylhydroperoxide (TBHP) affords selective catalytic aerobic oxidations of benzylic C-Hs and alcohols under mild conditions (80-90℃, O2 1 atm). The effects of ligand, solvent, temperature and the nature of the peroxide additives were investigated to give an optimised oxidation protocol for these compounds. In the oxidation of the benzylic C-Hs, a high ketone/ alcohol selectivity were obtained. Ni(III) was detected by ESR, and the mechanism was verified. Competition experiments revealed that formation of the carbonyl compounds is not a result of further oxidation of the alcohols. It is suggested that ketone are a product of metal-catalysed decomposition of the hydroperoxide.

Key words: molecular oxygen; oxidation/ nickel catalysis; alcohol; C-H functionalization

E-mail: xqzheng@ustc.edu.cn

Journal of Molecular Catalysis, Vol. 26, Issue 1, 2012, 19-25

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