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Reactions of aniline with alkali metal diphenylketyls and dianions derived from benzophenone and Michler’s ketone

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Abstract

Potassium diphenylketyl and benzophenone dianion react with aniline to afford N-(diphenylmethylene) aniline. Under analogous conditions, the corresponding sodium and lithium derivatives undergo disproportionation with formation of triphenylmethanol, benzoic acid, and diphenylmethanol. The condensation of potassium and sodium bis(4-dimethylaminophenyl)ketyls and salts with Michler’s ketone dianion leads to formation of N-[bis(4-dimethylaminophenyl)methylene]aniline, while lithium bis(4-dimethylaminophenyl)-ketyl and Michler’s ketone dilithium salt are reduced to bis(4-dimethylaminophenyl)methanol.

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Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 12, 2004, pp. 1836–1839.

Original Russian Text Copyright © 2004 by Turaeva, Kurbatov.

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Turaeva, D.A., Kurbatov, Y.V. Reactions of aniline with alkali metal diphenylketyls and dianions derived from benzophenone and Michler’s ketone. Russ J Org Chem 40, 1787–1790 (2004). https://doi.org/10.1007/s11178-005-0100-7

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  • DOI: https://doi.org/10.1007/s11178-005-0100-7

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