Reactions of 2,4,6-tri-t-butylphenyllithium with O-alkyl selenoformates : Intermediate formation of 2,4,6-tri-t-butylselenobenzaldehyde.

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概要

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• 2,4,6-Tri-<I>t</I>-butylphenyllithium reacts with <I>O</I>-alkyl selenoformates (<B>1</B>) at three different sites (i. e., the selenoformyl carbon, the selenoformyl hydrogen, and the selenium) to give 1,3,5-tri-<I>t</I>-butylbenzene, 2,4,6-tri-<I>t</I>-butylbenzaldehyde, 6,8-di-<I>t</I>-butyl-3,4-dihydro-4,4-dimethyl-1<I>H</I>-2-benzoselenin(<B>11</B>), bis(2,4,6-tri-<I>t</I>-butylphenylmethyl) di(and tri) selenides, bis(2,4,6-tri-<I>t</I>-butylphenyl) diselenide, and dibutyl diselenide depending on the reaction conditions and the alkyl group in <B>1</B>. The formation of <B>11</B> is explained in terms of the intermediacy of 2,4,6-tri-<I>t</I>-butylselenobenzaldehyde, which is trapped by condensation reaction with butylamine leading to <I>N</I>-(2,4,6-tri-<I>t</I>-butylbenzylidene)butylamine. Mechanism for the formation of these products is also discussed.

• 公益社団法人 日本化学会の論文

著者

• Okazaki Renji

  Department of Chemistry, The University of Tokyo

関連論文

• Reactions of 2,4,6-tri-t-butylphenyllithium with O-alkyl selenoformates : Intermediate formation of 2,4,6-tri-t-butylselenobenzaldehyde.

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