Chemistry of Heterocyclic Compounds p. 824 - 831 (1983)
Update date:2022-08-04
Topics:
Andreeva, I.M.
Babeshko, O.M.
Bondarenko, E.M.
Volbushko, N.V.
Knyazhanskii, M.I.
et al.
Series of previously undescribed 3-(1-hydroxy-4-methyl-2-naphtyl)propenal imines was synthesized.In the crystalline state all of the imines, except the N-(p-nitrophenyl)imine, have an open o-quinoid structure, whereas in solutions in nonpolar solvents they exist in the cyclic 2H-chromene form.In polar solvents the imines display ring-chain tautomeric equilibrium of the 2-chromene and o-quinoid forms, the relative percentages of which a determined by the character of the substituent in the amino component of the molecule and by the polarity of the solvent.The N-(p-nitrophenyl)imine as the 2H-chromene structure in the solid phase and in solvent.
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Doi:10.1016/0008-6215(83)88358-X
(1983)Doi:10.3390/10080859
(2005)Doi:10.1007/BF00955790
(1983)Doi:10.1039/c5ra17093a
(2015)Doi:10.1016/S0040-4039(00)94184-4
(1983)Doi:10.1021/ja00322a016
(1984)
