PHOTOELECTRON-SPECTROSCOPY OF QUINOLINE DERIVATIVES - CORRELATION OF EXPERIMENTAL IONIZATION-POTENTIALS WITH CALCULATED MOLECULAR-ENERGIES

Experimental ionization potentials of quinoline 1 and substituted quin olines: 6-methylquinoline 2, 2,6-dimethylquinoline 3, 6-methoxyquinoli ne it, 3-bromoquinoline 5, 2-chloro-4-methylquinoline 6, 4-hydroxyquin oline 7, 4-hydroxy-2-methylquinoline 8, 2-hydroxy-4-methylquinoline 9, 4-methoxyquinoline 10, 4- methoxy-2-methylquinoline 11, 2-methoxy-4-m ethylquinoline 12, were measured by photoelectron spectroscopy. Molecu lar orbital energies of the same derivatives were calculated by the Au stin Method 1. The assignments of the bands of the photoelectron spect ra were done with the aid of the theoretical calculations and on the b asis of the substituent effects. For quinolines 1-6 a good agreement w as found between the experimental ionization potentials and the calcul ated orbital energies. (C) 1997 Elsevier Science B.V.