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Carbene elimination from ionized methanoannulenesSee Refs. 1 and 2. (1981)

Wesdemiotis, Ch. ; Schwarz, H. ; Budzikiewicz, H. ; [et al.]

Chichester : Wiley-Blackwell

Biological Mass Spectrometry 16 (1981), S. 89-91

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ISSN: 0030-493X

Keywords: Chemistry ; Analytical Chemistry and Spectroscopy

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Evidence is produced to demonstrate that loss of CH2 from methanoannulenes is a multistep process initiated by a rearrangement yielding (at least in the case of 1,6-methano[10]annulene) the isomeric benzocycloheptenes. Loss of CF2, however, apparently is a cheletropic reaction accompanied by rearomatization, thus giving rise to the formation of the molecular ion of naphthalene in the case of 11,11-difluoro-1,6-methano[10]annulene. These findings present further evidence for the parallel behaviour of the bridged annulenes regarding thermal transformations and fragmentation of the molecular ions.

Additional Material: 1 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/oms.1210160209

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