A DIPOLE MOMENT STUDY OF 2-BENZOYLPYRROLES, DI-(2-PYRRYL)KETONES AND THEIR SULPHUR ANALOGUES

Article abstract of DOI:10.1016/0022-2860(84)80246-X

Exmination of the electric dipole moments of 2-benzoylpyrrole and di-(2-pyrryl)-ketone, and of their sulfur analogues, measured in cyclohexane and/or carbon tetrachloride, benzene and dioxane, allows their preferred conformations in these media to be determined. 2-Benzoyl-N-methylpyrrole and di-(2-N-methylpyrryl)ketone and the corresponding thioketones, were examined in benzene and their conformations elucidated.The dipole moments of retained conformers were all deduced from that of the closed-ring 1,1'-methylene-2,2'-dipyrrylketone.Di-(2-pyrryl)ketone and di-(2-pyrryl)thioketone uniplanar conformers were examined by the CNDO/2 technique.Further, the factors that determine the preferred conformations of these compounds were discussed briefly.