SYNTHESIS OF 2-AZASTILBENE DERIVATIVES WITH INTRAMOLECULAR CHARGE TRANSFER

Abstract

The condensation reaction of 2-cyanomethyl-5-nitropyridine with aromatic aldehydes has been carried out with the aim of preparing 2-azastilbene derivatives having intramolecular charge transfer. The  yield of the condensation products can be increased if the reaction is carried out in the medium used for obtaining the starting 2-cyanomethyl-5-nitropyridine without separating or purifying it. The electronic absorption spectra of the compounds show a charge-transfer band, the energy of which increases and the intensity falls with lowering of the electron-donor properties of the substituent in the 4-position. Introduction of the heteroatom into the acceptor part when changing from the stilbene to the 2-azastilbene system is accompanied by a decrease in the energy and increase in the intensity of the charge-transfer electronic transition.

How to Cite
Kokars, V.; Yanishevskii, A.; Kampars, V. Chem. Heterocycl. Compd. 2002, 38, 805. [Khim. Geterotsikl. Soedin. 2002, 912.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1020629619982