Addition of dihalocarbenes to corannulene. A fullerene-type reaction☆

作者: Dorin V Preda , Lawrence T Scott

DOI: 10.1016/S0040-4039(00)01734-2

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摘要: Dihalocarbenes (:CCl2, :CBr2, and :CI2) add preferentially to one of the radial double bonds corannulene, rather than rim. These cyclopropanations strongly resemble additions dihalocarbenes fullerenes, which likewise occur at 6:6-double bonds, destroy cyclic conjugation in two adjacent benzene rings, give ‘closed’ adducts. An explanation is offered for abnormally high reactivity interior carbon atoms corannulene.

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