Oxygenation Reaction Catalyzed by Manganese(II) Acetate or VO(OEt)Cl2 in the Presence of a Nitrogen Ligand

Toshikazu Hirao; Satoshi Mikami; Yoshiki Ohshiro

doi:10.1055/s-1990-21159

Synlett 1990; 1990(9): 541-542
DOI: 10.1055/s-1990-21159

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Oxygenation Reaction Catalyzed by Manganese(II) Acetate or VO(OEt)Cl₂ in the Presence of a Nitrogen Ligand

Toshikazu Hirao^* , Satoshi Mikami, Yoshiki Ohshiro

^*Department of Applied Chemistry, Faculty of Engineering, Osaka University, Yamadaoka, Suita, Osaka 565, Japan

Abstract

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The manganese(II) acetate catalyzed epoxidation of α-methylstyrene or styrene with iodosylbenzene or hydration via oxidation-reduction with phenylsilane and molecular oxygen was enhanced by the 2,6-pyridinedicarboxamide of histamine (N,N′-bis[2-(4-imidazolyl)ethyl]-2,6-pyridinedicarboxamide). Use of VO(OEt)Cl₂ instead, in the latter system, led to the catalytic oxidative bond cleavage of α-methyl- or α-phenylstyrene to give acetophenone or benzophenone respectively.

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