Stimuli-Responsive Organic Dyes with Tropylium Chromophore

Chemistry. 2018 Aug 1;24(43):10959-10965. doi: 10.1002/chem.201801956. Epub 2018 Jul 3.


Tropylium ions possess an interesting combination of structural stability and chemical reactivity due to its Hückel aromaticity and its positively charged polyene nature, respectively. Herein we exploit the chemical versatility and unique structural properties of the tropylium ion to derive a family of novel push-pull organic dyes with strong absorption in the visible range via simple and practical synthetic protocols. These stable organic dyes are highly stimuli-responsive, as demonstrated by their sensitivity towards solvent, pH change, redox reaction, Lewis base and counterion, which marks them as potentially useful compounds for opto-electronic applications.

Keywords: organic dyes; push-pull systems; sensing; stimuli-responsive; tropylium.