A Theoretical Study of Monosubstituted Cyclopropenyl System

Abstract

AbstractMONDO-Forces calculations have been performed, with complete optimization of geometry on X-cyclopropenyl system (cations, radicals and anions), where X is H, O-, OH, CH3 , CN, NO2 , F and CF3 . All substituents prefer planar structure when substituted on both cations and radicals, while they prefer pyramidal structure in the case of anions except CF3 . The substituents O-, OH and F act as electron releasing, while CHO, NO2 and CF3 act as electron withdrawing when substituted on cyclopropenyl system. CH3 and CN show amphielectronic behaviour. They act as electron releasing on the cations and withdrawing on both radicals and anions depending on electron demand. In the case of cations and radicals, all substituents were found to increase the vicinal bonds and decrease the distal bonds and bond angles to which the substituent is attached. For anions the substitutents show no such regularity because the substituents are out of the three-membered ring plane. All substituents increase the stability of the cyclopropenyl system except CF3 in the case of the cation.