Pyrene-Bridged Tetrathienyles: Synthesis and Photochromism

The integration of a pyrene aromatic core with two photochromic dithienylethene (DTE) units led to the isolation of two distinct atropisomers, each exhibiting markedly different optical properties. One atropisomer displays reversible photoisomerization accompanied by switchable fluorescence, highlighting its potential for optoelectronic applications. Detailed spectroscopic analyses and theoretical calculations provide insight into the structural and electronic differences between the isomers, elucidating the origins of their contrasted photophysical behaviors and the underlying photochromic mechanism of these photoactive species.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-11-21
DOI
https://doi.org/10.1021/acs.joc.5c01688
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
Field-Weighted Citation Impact
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article

Pyrene-Bridged Tetrathienyles: Synthesis and Photochromism

Guy Royal, Saioa Cobo, Elarbi Chatir, Martial Boggio‐Pasqua et al.
The Journal of Organic Chemistry
Photochromic and Fluorescence Chemistry
article

Pyrene-Bridged Tetrathienyles: Synthesis and Photochromism

Guy Royal, Saioa Cobo, Elarbi Chatir, Martial Boggio‐Pasqua, Zakaria Ziani
article en

Abstract

The integration of a pyrene aromatic core with two photochromic dithienylethene (DTE) units led to the isolation of two distinct atropisomers, each exhibiting markedly different optical properties. One atropisomer displays reversible photoisomerization accompanied by switchable fluorescence, highlighting its potential for optoelectronic applications. Detailed spectroscopic analyses and theoretical calculations provide insight into the structural and electronic differences between the isomers, elucidating the origins of their contrasted photophysical behaviors and the underlying photochromic mechanism of these photoactive species.

The Journal of Organic ChemistryVol. 90(48)
Centre National de la Recherche Scientifique (FR), Université Toulouse III - Paul Sabatier (FR), Université Fédérale de Toulouse Midi-Pyrénées (FR), Laboratoire de Chimie de Coordination (FR), Université Grenoble Alpes (FR)
Openalex Percentile: Top 71%
Photochromic and Fluorescence Chemistry
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