NEW 3-(2'-BENZIMIDAZOLYL)IMIDAZO[1,2-A]PYRIDINIUM MESOMERIC BETAINES - SYNTHESIS AND STRUCTURE

被引：8

作者：

MINGUEZ, JM

GANDASEGUI, T

VAQUERO, JJ

ALVAREZBUILLA, J

GARCIANAVIO, JL

GAGO, F

ORTIZ, AR

GOMEZSAL, P

TORRES, R

RODRIGO, MM

机构：

[1] UNIV ALCALA DE HENARES, DEPT QUIM ORGAN, E-28871 ALCALA DE HENARES, SPAIN

[2] UNIV ALCALA DE HENARES, DEPT FARMACOL, E-28871 ALLCALA HENARES, SPAIN

[3] UNIV ALCALA DE HENARES, DEPT QUIM INORGAN, E-28871 ALLCALA HENARES, SPAIN

[4] UNIV ALCALA DE HENARES, DEPT QUIM FIS, E-28871 ALLCALA HENARES, SPAIN

[5] UNIV ALCALA DE HENARES, UNIDAD CENT SERV ANALITICOS, UNIDAD RAYOS X, E-28871 ALLCALA HENARES, SPAIN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 22期

关键词：

D O I：

10.1021/jo00074a033

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of N-[(2'-benzimidazolyl)methyl]pyridinium salts 2 with isothiocyanates results in a series of 3-(2'-benzimidazolyl)imidazo[1,2-a]pyridinium 2-thiolate derivatives 3 classified as conjugated mesomeric betaines. S-Methylation followed by deprotonation easily converts 3 into a new family of conjugated betaines 5. Semiempirical molecular orbital calculations provide complementary information to the X-ray analysis and experimental dipole moments of both betaines.

引用

页码：6030 / 6037

页数：8

共 22 条

[1] SYNTHESIS OF HIGHLY DIPOLAR BETAINES - PYRIDINIUM AZOLATES [J].