Electronic Structure of Some Chalcone Derivatives. I. Ground State Geometric Parameters and harge Density Distributions, AM1-MO Treatment

The ground state geometries of 1,3-diphenyl.2- propene-1-one, 3-(3.-tolyl).1- phenyl.2 - propene-1- one, 3-(4.-bromophenyl).1-(4.-methoxyphenyl).2-propene-1-one, 3-(3.,4. methylene dioxy phenyl.1-(4.-methoxyphenyl).2-propene-1-one and 3-(3.,4.-methylenedioxy phenyl).1-(4.-bromophenyl).2- propene-1-one have been examinedtheoretically. Equilibrium geometries were determined usingAM1-MO. All (3N-6) degrees of freedom were considered in the optimizationprocess. The calculated geometric parameters of chalconederivatives are analyzed in terms of total energy, electronic energy,core-core repulsion energy, ionization potential, electron affinity, energygap, heat of formation, dipole moment, net charges, bond orderand charge density maps (HOMO and LUMO). The substituents effecton geometry, energetics and relative stability of the studied derivativesare also analyzed.