RELATIONSHIP BETWEEN THE STRUCTURES OF THE MOLECULES OF INDOLIZINE AND AZAINDOLIZINES AND THE ABILITY OF THESE MOLECULES TO UNDERGO REARRANGEMENT

Article abstract of DOI:10.1007/BF00747804

In a continuation of systematic studies of the phenomenon of the isomerizational recyclization of heteroaromatic compounds, the crystal and molecular structure of 2-phenyl-3-acetyl-6-nitroindolizine, 3-phenyl-6-nitroimidazo<1,2-a>pyridine, and 2-phenyl6-nitroimidazo<1,2-a>pyridine has been determined by x-ray structural analysis.Comparison of the results of the present work with previously published data shows that when there is a "polyene" chain C₈-C₆-...C₁ or C₈-_C6-...N₁ in the molecules of derivatives of indolizine or imidazopyridine,, respectively, they have the ability to undergo rearrangement, but the realization of this ability depends, in particular, on the steric hindrance in the molecules.