SYNTHESIS AND CONFORMATIONAL STUDY OF ACRIDINE-DERIVATIVES RELATED TO1,4-DIHYDROPYRIDINES

Novel acridine derivatives have been synthesized from dimedone and dif ferent aromatic aldehydes by following the classical Hantzch's procedu re. The particular substitution pattern of these compounds is responsi ble for the observed strong push-pull effect. Quantum chemical calcula tions were carried out on these molecules by using the AM1 method with complete geometry optimization. The calculated heats of formation rev eal two equally favoured conformations. The parameter of planarity and the charge density calculations are in agreement with the C-13 nmr sp ectroscopic data.