Pyrylazo Dye: A Novel Azo Dye Structure with Photoinduced Proton Release and Highlighted Photophysical Properties in Biological Media.

ABSTRACT: A straightforward method for synthesizing a stable, photoreactive, and fluorescent-probe azo dye molecule is presented, highlighting the influence of azo and pyrylium groups within the electronic structure of the novel dye. This compound, named the pyrylazo molecule, is synthesized through the chemical reaction between 2,4,6-trimethylpyrylium and a 4-methoxybenzenediazonium species. The methyl group at the para position of the pyrylium readily reacts with the diazonium molecule, forming a stable protonated pyrylium-azo dye (N-protonated pyrylazo). The pyrylazo structure can easily change into its N-deprotonated form upon introduction of a weak base, such as an amine, promoting significant spectral shifts in the visible absorption and fluorescence bands. Because of that and other photochemi

SUBMITTER: Santos WG 

PROVIDER: S-EPMC11780562 | biostudies-literature | 2025 Jan

REPOSITORIES: biostudies-literature