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Catalytic Air and Amine N-Oxide Oxidation of p-Substituted Benzoin by Molybdenum(IV) Complexes. Identification of the Deactivation Process by Dioxygen

DOI: 10.1039/DT9900000387

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 387 - 394 (1990)

Update date:2022-08-17

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Authors:

Ueyama, NorikazuUeyama, Norikazu

Yoshinaga, NaotoYoshinaga, Naoto

Nakamura, AkiraNakamura, Akira

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Article abstract of DOI:10.1039/DT9900000387

The catalytic oxidation of benzoin and two p-substituted benzoins, e.g. 4,4'-dimethoxy- and 4,4'-dichloro derivatives, by dioxygen or pyridine N-oxide, in the presence of (cysS-OMe = S-deprotonated cysteinate methyl ester) and was studied kinetically.The catalytic oxidation rates indicate a trend, MeO > H > Cl, which is related to the ease in apparent hydride release from the C-H group of benzoin derivatives.The stoicheiometric oxidation indicates a similar oxo-transfer reactivity of the above complexes towards the three p-substituted benzoins.Only one 18O from <18O> dioxygen was found in one of the benzil carbonyl groups.The catalytic dioxygen oxidation by suffers from deactivation through the formation of V(S2CNEt2)2> formed by a one-electron-transfer reaction from IVO(S2CNEt2) to dioxygen.

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Product name:4,4'-DIMETHOXYBENZIL

Cas No:1226-42-2

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