ChemInform Abstract: Synthesis and Photoinitiated Isomerizations of 3‐(4‐Nitrophenyl)‐ and 3‐(4‐Aminophenyl)bicyclo[2.2.1]hepta‐2,5‐diene‐2‐carbaldehyde and ‐2‐carboxylic Acid Derivatives.

Abstract

Synthesis and Photoinitiated Isomerizations of 3-(4-Nitrophenyl)and 3-(4-Aminophenyl)bicyclo[2.2.1]hepta-2,5-diene-2-carbaldehyde and -2-carboxylic Acid Derivatives. -A variety of the title bicycloheptadiene derivatives [cf. (III), (IV)] are synthesized and transformed into related azobenzenes [cf. (V)]. Irradiation of these azobenzene derivatives in weakly polar solvents induces fast E/Z-isomerization, while irradiation in the region of their absorption maxima results in reversible valence isomerization with formation of the corresponding quadricyclanes [cf. (VI)]. -(DUBONOSOV, A. D.; GALICHEV, S. V.; CHERNOIVANOV, V. A.; BREN', V. A.; MINKIN, V. I.; Russ.