Canadian Journal of Chemistry p. 1236 - 1246 (1993)
Update date:2022-08-03
Topics:
Cazaux, Louis
Faher, Mourad
Picard, Claude
Tisnes, Pierre
In connection with our work on styryl derivatives of benzodiazinones, we have prepared the 7-N, N-dimethylamino-3-methyl-l , 4-benzodiazin-2-one 4a and two chromo-and fluoroionophores derived from the monoaza-15-crown-5 and styrylbenzodiazinones. A structural study of these compounds by 1H and l3C NMR, UV spectrophotometry, and molecular modelling was carried out. Unlike styrylbenzoxazinones, styrylbenzodiazinone derivatives showed a Z/E isomerization in acetonitrile solution. The isomerization was photoinduced, was catalysed by metallic ions, and was a reversible process. As well, an efficient alkylation reaction of the lactam function of benzodiazinones is described.
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