Solvatochromism of heteroaromatic compounds: IV. 2-Phenylpyrrole

Citation
Vk. Turchaninov et al., Solvatochromism of heteroaromatic compounds: IV. 2-Phenylpyrrole, RUSS J G CH, 70(4), 2000, pp. 596-604
Citations number
25
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
70
Issue
4
Year of publication
2000
Pages
596 - 604
Database
ISI
SICI code
1070-3632(200004)70:4<596:SOHCI2>2.0.ZU;2-#
Abstract
Solvatochromism of the long-wave absorption band of 2-phenylpyrrole in vari ous media is studied and described in terms of universal and group Kamlet-T aft parameters. It is shown that the H-complex formation between 2-phenylpy rrole and a fairly strong H-bond acceptor causes polarization of the electr onic system of the donor; as a result, its first pi-->pi* transition no lon ger produces electron density redistribution. H-Complex formation by the pi system of 2-phenylpyrrole affects its sigma state. In strong acids, there is an equilirium between the parent molecule and the 5H-cation. The protona tion and H-bond formation involve different centers.