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
-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.