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Carbon and hydride migrations of cyclobutylhalocarbenes
Author(s) -
Moss Robert A.,
Ho GuoJie
Publication year - 1993
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610060210
Subject(s) - chemistry , diazirine , photodissociation , excited state , photochemistry , hydride , computational chemistry , organic chemistry , atomic physics , hydrogen , physics
The photolysis of cyclobutylchlorodiazirine affords chlorocyclopentene and chloromethylenecyclobutane by direct rearrangements from the diazirine's excited state (65%) and by competitive formation and subsequent rearrangement of cyclobutylchlorocarbene. The involvement of excited diazirine in the analogous cyclobutylfluorodiazirine photolysis is much reduced (12%).