STERICALLY CROWDED HETEROCYCLES .1. MOLECULAR-STRUCTURE OF 3-CHAIN SUBSTITUTED 2-PHENYLIMIDAZO[1,2-A]PYRIDINIUM SALTS

Citation
S. Bohm et al., STERICALLY CROWDED HETEROCYCLES .1. MOLECULAR-STRUCTURE OF 3-CHAIN SUBSTITUTED 2-PHENYLIMIDAZO[1,2-A]PYRIDINIUM SALTS, Collection of Czechoslovak Chemical Communications, 59(12), 1994, pp. 2677-2690
Citations number
25
Categorie Soggetti
Chemistry
ISSN journal
00100765
Volume
59
Issue
12
Year of publication
1994
Pages
2677 - 2690
Database
ISI
SICI code
0010-0765(1994)59:12<2677:SCH.MO>2.0.ZU;2-#
Abstract
-1,3-diphenyl-3-oxopropenyl]imidazo[1,2-a]pyridine (I) was converted t o corresponding ,3-diphenyl-3-oxopropenyl]imidazo[1,2-a]pyridinium sal ts III - VI and ,3-diphenyl-3-oxopropenyl]imidazo[1,2-a]pyridinium per chlorate (VIT). The protonation site is discussed in terms of calculat ed molecular energies of alternative cations. The X-ray structure anal yses of enone I and its quaternary periodide III are reported and comp ared with the PM3 molecular optimizations,H-1 NMR and C-13 NMR spectra reveal well changes of molecular structures caused by the transformat ion of the base I into salts III - VII.