Reaction of N,N-dialkylanilines with palladium(II) compounds.
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概要
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The reaction of <I>N</I>,<I>N</I>-dialkylaniline with palladium(II) acetate or di-μ-acetato-bis[α-(dimethylamino)-<I>o</I>-tolyl]dipalladium (<B>B</B>) gave 4,4′-bis(dialkylamino)diphenylmethane as a major product. It was elucidated that the origin of –CH<SUB>2</SUB>– in the product might be methyl group of palladium acetate and the primary reaction product might be <I>N</I>,<I>N</I>-dialkyltoluidine. The absorption spectra of the initial reaction mixture of <I>N</I>,<I>N</I>-dimethylaniline with <B>B</B> in acetic acid at room temperature showed the absorption maximum at 470 nm and at 750 nm. The latter peak was tentatively assigned to <I>N</I>,<I>N</I>-dimethylaniline radical cation-palladium (I) acetate complex, which was suggested as a key-intermediate for the formation of diarylmethanes.
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