Work

Insights into extended coupled polymethines through the investigation of dual UV-to-NIR acidochromic switches based on heptamethine–oxonol dyes

Year: 2023

Type: article

Abstract: A series of heptamethine-oxonol dyes featuring different heterocyclic end groups were designed with the aim to explore structure-property relationships in π-extended coupled polymethines. These dyes can be stabilised under three different protonation states, affording dicationic derivatives with an aromatic core, cationic heptamethines, and zwitterionic bis-cyanine forms. The variation of the end groups directly impacts the absorption and emission properties and mostly controls reaching either a colourless neutral dispirocyclic species or near-infrared zwitterions. The acidochromic switching between the three states involves profound electronic rearrangements leading to notable shifts of their optical properties that were investigated using a parallel experiment-theory approach, providing a comprehensive description of these unique systems.

Source: Chemical Science

DOI: 10.1039/d3sc06126d