Jack L. R. Williams, J. Carlson, R. E. Adel
May 1, 1965
Citations
1
Influential Citations
9
Citations
Journal
Canadian Journal of Chemistry
Abstract
The photochemical behavior of 4′-amino-, 4′-dimethylamino-, 4′-diethylamino-, and 4′-di-n-propylamino-substituted trans-2-styrylpyridine were studied. Ultraviolet irradiation of aqueous solutions of the bishydrochlorides and methiodide–hydrochlorides for moderate periods of time produced mixtures of the corresponding cis and trans isomers. Long irradiation times produced the corresponding dimers in all cases except that of trans-4′-di-n-propyl-amino-2-styrylpyridine. The cis isomers of the free bases and methiodides were isolated from the cis–trans mixtures. The trans-methiodides are not photochemically labile. The spectra of each pair of isomers were determined in water and in 50% methanol–water, with the exception of the 4′-di-n-propylamino derivative, which is not sufficiently water soluble. In addition, the spectra of the corresponding methiodides, hydrochlorides, bishydrochlorides, and methiodide–hydrochlorides were determined. The basic strengths of the nitrogens in the cis–trans isomer pairs of the...