Basicity of azoles: VI. Reaction of 1-vinyl-2-formylimidazole and its cation with water and alcohols

Citation
Lv. Baikalova et al., Basicity of azoles: VI. Reaction of 1-vinyl-2-formylimidazole and its cation with water and alcohols, RUSS J G CH, 70(3), 2000, pp. 436-441
Citations number
8
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
70
Issue
3
Year of publication
2000
Pages
436 - 441
Database
ISI
SICI code
1070-3632(200003)70:3<436:BOAVRO>2.0.ZU;2-P
Abstract
The UV spectra of 1-vinyl-2-formylimidazole and its cation were interpreted and their hydration was studied on the basis of quantum-chemical calculati ons of the UV spectra of these compounds. The cationic form is more activel y hydrated. The equilibrium constants of dehydration of neutral molecules a nd their cations increase in the following order of substituents: 1-vinylim idazole, pyridine, and 1-vinylbenzimidazole, in accordance with an increase in the basicity of these hetrocycles. The qualitative features of addition of alcohols to 1-vinyl-2-formylimidazole were considered.