Conformational study of N-vinyl-2-isopropyl- and N-vinyl-2-cyclopropylpyrroles by 1 H and 13 C NMR Academic Article uri icon

abstract

  • In N-vinyl-2-isopropylpyrrole the isopropyl group is in a conformation with the CH3 group in an anti position to the vinyl group. On introducing a substituent at the 3 position of the ring the isopropyl group passes into a gauche and (or) a syn conformation, leading to an increase in the dihedral angle between the plane of the vinyl group and the pyrrole ring. In N-vinyl-2-cyclo-propylpyrrole the cyclopropyl group is 80% in the gauche form, which is attributed to the repulsion between the electrons of the s-shells of the cyclopropyl and pyrrole fragments.

publication date

  • May 1, 1991