Abstract

Semiemperical calculations in the prediction of regioselectivity of cyclopentenone [2+2] photocycloaddition

Author(s): Kraim Khaireddine, Khatmi Djameleddine

The [2+2] photocycloaddition of enone such as cyclopentenone to substituted chiral ethylene as alkene has been studied using semiemperical methods (AM1, PM3 and MNDO) were applied. The results showed that, the reaction occurs in the triplet state of enone and the ground state of alkene, also, we have deduced that the regioselectivity can be explained assuming that the [2+2] photocycloaddition reaction is frontier orbital controlled.