2,2,6,6-Tetramethylpiperidine-1-Oxyl-Promoted Hydroxylation of Benzene to Phenol over a Vanadium-Based Catalyst Using Molecular Oxygen

doi:10.1016/S1872-2067(10)60254-9

Abstract

Abstract: Rapid benzene hydroxylation was achieved using a reaction system that consisted of a vanadium-based catalyst, ascorbic acid, and 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) with molecular oxygen as the oxidant. The hydroxyl radicals that form by a Fenton-type process attack the benzene ring to produce a hydroxycyclohexadienyl radical. The hydroxyl hydrogen is then abstracted quickly in the presence of TEMPO and phenol forms by the transfer of a hydrogen atom from the benzene ring to oxygen. Over the [(CH₃)₄N]₄-PMo₁₁VO₄₀ catalyst the phenol yield reached 8.3% with a selectivity of 95% in 1 h while trace amounts of phenol were obtained in the normal system without TEMPO.

Key words: 2,2,6,6-tetramethylpiperidine-1-oxyl, vanadium, benzene, hydroxylation, phenol, molecular oxygen

CHEN Jia-Qi, GAO Shuang, LI Jun, Lü Ying. 2,2,6,6-Tetramethylpiperidine-1-Oxyl-Promoted Hydroxylation of Benzene to Phenol over a Vanadium-Based Catalyst Using Molecular Oxygen[J]. Chinese Journal of Catalysis, 2011, 32(9): 1446-1451.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(10)60254-9

https://www.cjcatal.com/EN/Y2011/V32/I9/1446

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