Journal of the Chemical Society. Perkin transactions I p. 1324 - 1330 (1980)
Update date:2022-08-05
Topics:
Jessep, Michael A.
Leaver, Derek
The title compound is obtained (i) by the reaction of 5-(NN-dimethylaminomethylene)-1-(NN-dimethyliminiomethyl)cyclopenta-1,3-diene perchlorate with the conjugate base of 3H-pyrrolizine or (ii), in better yield, by the reaction of 3,5-bis-(NN-dimethylaminomethylene)-3H,5H-pyrrolizinium perchlorate with the conjugate base of cyclopentadiene.The compound resembles azulene in its visible and near-u.v. spectrum and in the ease of electrophilic attack in the five-membered carbocyclic ring (position 6 and 8).Products of acylation, nitration, nitrosation, bromination, and NN-dimethylaminomethylation are described.
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