The Journal of Organic Chemistry

Unstable compounds. Synthesis and experimental and computational study of the chemical behavior of 9-[1-(2, 4, 6-cycloheptatrienyl)]-9-xanthydrol

IT Badejo, R Karaman, JL Fry

文献索引：Badejo, Ibraheem T.; Karaman, Rafik; Fry, James L. Journal of Organic Chemistry, 1989 , vol. 54, # 19 p. 4591 - 4596

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被引用次数: 18

摘要

The title alcohol (1) was synthesized in good yield by a novel umpolung method involving reaction of the lithium dianion of 9-xanthone with tropylium ion. It was prepared to see if its derived carbenium ion might undergo spontaneous a fragmentation to form tropylium ion and singlet-state xanthylidene. In contrast to expectation, treatment of 1 with Br~ nsted and Lewis acids under a variety of experimental conditions produced 9-benzylidenexanthene ( ...