V. Davydov, V. I. Sokol, E. V. Balebanova
Jul 1, 1995
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Journal
Chemistry of Heterocyclic Compounds
Abstract
The crystalline and molecular structure of 3,3-dimethyl-6,7-dimethoxy-1-(4,4-dimethylcyelohexa-2,6-dion-1-yl)-3,4-dihydroisoquinoline (I) have been determined. The effects of 6- and 7- substituents on the structure and tautomeric conversion of 3,3-dimethyl-1-(4,4-dimethylcyclohexa-2, 6-dion-1-yl)-3, 4-dihydroisoquinoline in solution have been studied by IR, electronic, x-ray electronic, and NMR spectroscopy and using quantumchemical calculations in the MNDO/H approximation. It was found that I exists in the enamine-diketone tautomeric form in the crystalline state and in solution. The 6- and 7- substituents cause a change in molecular conformation and a corresponding redistribution of electron density.