Bidirectional switching of near IR emitting boradiazaindacene fluorophores
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Updated: Jul 3, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Erhan Deniz1, G Ceyda Isbasar, O Altan Bozdemir
1Department of Chemistry, Middle East Technical University, Ankara, Turkey.
Abstract:
Two novel distyryl-boradiazaindacene dyes with dimethylaminostyryl and pyridylethenyl substituents display opposite spectral shifts on protonation with TFA in organic solvents. This bidirectional switching of the dyes can be shown to be directly related to ICT donor and acceptor characteristics of the substituents attached to the BODIPY core. The observed spectral response of these dyes could be very useful in the design of novel NIR fluorescent ratiometric probes for pH.

