Tautomeric photoswitches: anion-assisted azo/azine-to-hydrazone photochromism

RSC Adv. 2019 May 21;9(28):15910-15916. doi: 10.1039/c9ra02906k. eCollection 2019 May 20.

Abstract

The photoswitching properties of two easily synthesized isatin 4-nitrophenylhydrazones were investigated. Although the parent isatin 4-nitrophenylhydrazones exhibit low addressability which hampers their photochromic applications, the addition of strongly basic anions to phenylhydrazone solutions creates a new Vis-Vis photochromic system with the unusual azo/azine-to-hydrazone photo-tautomerization process as the photoswitching mechanism. To the best of our knowledge, this is the first report related to the anion-assisted azo/azine-to-hydrazone photo-tautomerism.