Dipole moments of pyrroles polarized by push-pull combination of substituents

Autor: Lyubov N. Sobenina, Boris A. Trofimov, V. B. Modonov, R. I. Polovnikova, Tamara N. Aksamentova, R. N. Nesterenko, S. E. Korostova, Al'bina I. Mikhaleva
Rok vydání: 1987
Předmět:
Zdroj: Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 36:1218-1221
ISSN: 1573-9171
0568-5230
DOI: 10.1007/bf00956666
Popis: 1. In 2-aryl- and 2-hetaryl-5-trifluoroaeetylpyrroles, the interaction of substituants through the pyrrole ring causes a strong polarization of the molecule. 2. The dipole moments of 2-aryl-5-trifluoroaeetylpyrroles are very sensitive to the donor properties of the aryl group and are linearly related to a constants of the para-substituents in the benzene ring (σ=3.35). 3. The N-vinyl group markedly intensifies the shift of the electrons in the direction of the acceptor as the result of the polarization of the double bond, compensating the positive charge on the nitrogen atom.
Databáze: OpenAIRE