ISSN:
1573-8353
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract It was shown by UV spectroscopy that 3-phenyl-4-hydroxy-isoquinoline exists in neutral, dipolar, cationic, and anionic forms, depending on the medium. The angle of rotation between the planes of the phenyl ring and the hetero-ring, the length of the “single” C-C bond connecting these rings, and its degree of double bond character in neutral, acidic, and alkaline media were calculated by means of perturbation theory within the framework of the Hückel MO method. On the basis of a study of the π-electron structure of 3-phenyl-4-hydroxyisoquinoline, it was concluded that its various forms have aromatic character. The energy of conjugation of the phenyl group with the π system of 4-hydroxyisoquinoline was calculated. A method for the calculation of the coulombic and resonance parameters for the heteroatoms from experimental UV spectroscopic data and the ionization potentials of the molecules by means of perturbation theory is presented.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00471300
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