Molecular structures and reactivities of 1,3-diphthalimidobenzene derivatives

Abstract

X-ray diffraction analysis of 4,6-di(morpholin-4-yl) and 4,6-di(2,2,2-trifluoroethoxy) derivatives of 1,3-diphthalimidobenzene, which are potent reagents in the synthesis of heterocyclic polymers, was carried out. The conjugation between the π-systems of the benzene ring and of the phthalimide and morpholine substituents is distorted due to the rotation of the substituents about the C(Ar)−N bonds. The AMI calculations demonstrated that the hydrogen atoms of the methylene groups are “acidic”, which is favorable for condensation reactions. Steric hindrances to intramolecular condensation were estimated.