Chemistry of Heterocyclic Compounds p. 612 - 615 (1982)
Update date:2022-08-04
Topics:
Kutulya, L. A.
Shevchenko, A. E.
Pchelinova, L. D.
It was demonstrated by means of the IR and PMR spectra that 1-phenyl-3,5-diaryl-2-pyrazolines that contain a grouping with a strong electron-acceptor effect, viz. a 4-nitrophenyl or 4-naphthalanhydride group or a 1,8-naphthoylene-1',2'-benzimidazole fragment, in the 3 position undergo Vilsmeier formylation, like unsubstituted 1,3,5-triphenyl-2-pyrazoline, in the para position of the 1-phenyl ring.An investigation of the spectral-luminescence properties of the synthesized 1-(4'-formylphenyl)-3,5-diaryl-2-pyrazolines showed that the introduction in the 1-phenyl ring of an electron-acceptor aldehyde group, which is inferior with respect to its acceptor effect to the groupings in the 3 position of the heteroring, does not change the nature of the long-wave absorption band.Substantial hypsochromic and hypsofluoric effects as compared with the corresponding 1-phenyl-unsubstituted compounds are noted in the electronic spectra of these compounds.
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