Dehydrogenation of 9,10-Dialkyl-9,10-dihydroanthracene with 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

[摘要] A series of 9,10-dialkyl-9,10-dihydroanthracene has been dehydrogenated by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in good yields. The yield decreased with the larger alkyl groups in this 9,10-dialkyl-9,10-DHA series(DHA=dihydroanthracene). It is conceivable that trans-9,10-diisopropyl-9,10-DHA was dehydrogenated more rapidly than the cis-isomer, and, bassed on this observation, a concerted mechanism was ruled out and an ionic mechanism is proposed.

[学科分类] 化学（综合）