# Anion Association and Macrocycle Encapsulation Tune the Fluorescence of N‑Alkylpyridinium-Conjugated Push–Pull Thiazolothiazole Derivatives

**Authors:** Chao-En Kuo, Chia-Chun Liu, Kanhu Charan Behera, Sheng-Hsien Chiu

PMC · DOI: 10.1021/acs.orglett.5c03338 · 2025-09-26

## TL;DR

This paper shows how anion pairing and macrocycle encapsulation can control the fluorescence of a specific type of thiazolothiazole compound.

## Contribution

The study introduces a new method to modulate fluorescence via anion association and macrocycle complexation in TTZ fluorophores.

## Key findings

- Iodide counterions induce blue emission, useful for anion sensing.
- Macrocyclic encapsulation enables reversible dual-color fluorescence.
- Electronic environment of TTZ is significantly altered by host-guest interactions.

## Abstract

The fluorescence properties of N-alkylpyridinium-conjugated
thiazolothiazole (TTZ) fluorophores can be effectively modulated through
counterion pairing and macrocyclic encapsulation. A distinct blue
emission response to the iodide counterion offers potential applications
in anion sensing. Host–guest complexation at the pyridinium
site with macrocyclic receptors significantly perturbs the electronic
environment of the TTZ core, enabling reversible dual-color emission.

## Linked entities

- **Chemicals:** iodide (PubChem CID 30165), thiazolothiazole (PubChem CID 22245691)

## Full-text entities

- **Chemicals:** iodide (MESH:D007454), N-Alkylpyridinium (-)

## Figures

8 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12519488/full.md

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Source: https://tomesphere.com/paper/PMC12519488