E. Taylor, R. O. Kan
Mar 1, 1963
Citations
0
Influential Citations
61
Citations
Journal
Journal of the American Chemical Society
Abstract
Ultraviolet irradiation of 2-aminopyridine, 2-amino-5chloropyridine, 2- amino-3-methyl-, 4-methyl-, 5-methyl -, and 6-methylpyridines, and of N,6- dimethyl-2-iminopyridine in hydrochioric acid solution resulted in the formation of 1,4-dimers. A similar series of photodimers was prepared from the correspondiiig 2-pyridones, and the two series were directly interrelated by alkaline hydrolysis of the tetrahydro dimer of 2-aminopyridine to the tetrahydro dimer of 2-pyridone. Assignment of the anti-trans configuration to all dimers was made on the basis of a detailed study of their n.m.r. spectra. The unusual chemical and physical properties of these dimers are discussed. (auth)