HETEROCYCLIC BETAINES .19. UNCONVENTIONAL EXTENDED PI-SYSTEMS CONTAINING PYRIDINIUM AND BENZIMIDAZOLATE SUBUNITS - SYNTHESIS AND CHARACTERIZATION

Authors
ALCALDE E DINARES I PONS JM ROCA T
Citation
E. Alcalde et al., HETEROCYCLIC BETAINES .19. UNCONVENTIONAL EXTENDED PI-SYSTEMS CONTAINING PYRIDINIUM AND BENZIMIDAZOLATE SUBUNITS - SYNTHESIS AND CHARACTERIZATION, Journal of organic chemistry, 59(3), 1994, pp. 639-643
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
3
Year of publication
1994
Pages
639 - 643
Database
ISI
SICI code
0022-3263(1994)59:3<639:HB.UEP>2.0.ZU;2-U
Abstract
A convenient synthesis and characterization of several examples of (E) -2- [2-(1-alkyl-3-pyridinio): vinyl] benzimidazolate inner salts and ( E)-1-alkyl-2(or 4)-[2- enzimidazol-2-ylidene)ethylidene]-dihydropyridi nes with a betaine character is reported. Their structural aspects are discussed mainly on the basis of the H-1 NMR data and experimental di pole moment values (11.6-13.0 D). The experimental information availab le for (E)-1-alkyl-2(or 4)- [2- (benzimidazol-2-ylidene)ethylidene] di hydrepyridines (A <-> B) is consistent with a betaine character, and t he dipolar form (B) has been shown to make an important contribution t o the ground state.