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Pyridinium betaines derived from thiazolo and imidazoacridinones
Author(s) -
Galy JeanPierre,
Hanoun JeanPierre,
Pique Valerie,
Jagerovic Nadine,
Elguero JosÉ
Publication year - 1997
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570340623
Subject(s) - chemistry , betaine , pyridinium , acridine , ring (chemistry) , stereochemistry , zwitterion , medicinal chemistry , computational chemistry , organic chemistry , molecule
Four betaines derived from imidazo[4,5‐ a ], imidazo[5,4‐ a ] and thiazolo[5,4‐ a ]acridine have been prepared in a six step procedure starting from 2‐chlorobenzimidazoles and benzothiazoles. The 1 H and 13 C nmr has been used to characterize the compounds, particularly the orientation of the step leading to the formation of the acridinone ring. The uv‐visible spectra of one betaine (wave numbers v in cm −1 ) shows a linear dependence with Reichardt's E T parameter and a high sensitivity to solvent effects.