Synthesis and Evaluation of the Photochemical Properties of Heterocyclic Hemiindigos

Abstract

This study reports a series of novel heterocyclic hemiindigos (Het-HI) synthesized via the condensation of indoxyl acetate with various heteroaromatic aldehydes. The influence of electron-rich and electron-poor heterocycles on the photochemical and photophysical properties of these compounds has been investigated. Our findings reveal that several Het-HIs exhibit noteworthy photoswitching behavior, including enhanced absorption at the visible region. Notably, certain derivatives respond efficiently to green and red light, achieving good conversions to the metastable E-isomer and displaying prolonged half-lives of up to 53 days in a polar solvent. The results highlight the potential of these photoswitches for applications in molecular devices and responsive materials.