Synthesis, Structure, and Properties of 1,3‐Diaryl‐7‐imino‐1,7‐dihydrobenzo[e][1,2,4]triazines: Products of Unexpected Conversion of Polyfluorinated Blatter Radicals

Abstract

Derivatives of the first substituted 7‐imino‐1,7‐dihydrobenzo[e][1,2,4]triazines, namely 1‐(2,3,5,6‐tetrafluoropyridin‐4‐yl)‐N,3‐diphenyl‐7‐(phenylimino)‐1,7‐dihydrobenzo[e][1,2,4]triazin‐6‐amine and 1‐(pentafluorophenyl)‐N‐phenyl‐7‐(phenylimino)‐3‐(2,3,4,5‐tetrafluorophenyl)‐1,7‐dihydrobenzo[e][1,2,4]triazin‐6‐amine, were unexpectedly isolated as the only products in yields of about 20‐30% after an attempt to obtain Blatter radicals from the corresponding amidrazones bearing polyfluorinated electron‐withdrawing substituents. All new compounds were fully characterized, and their molecular and crystal structure was determined by single‐crystal X‐ray diffraction.