Isomerization-Controlled Dual-State Emission of Pyridyl Triazolopyridine Derivatives

Abstract The high-yielding two-step reaction synthesis of pyridyl triazolopyridine derivatives 1a–1e with substituents in positions C7 and C2′ is reported. All derivatives show intense blue fluorescence emission with excellent ΦF in acidic solution (up to 72%) and in their neutral solid state (up to 66%). The experimental results together with the theoretical calculations suggest that the isomerization reaction is detrimental to the emissive properties of these compounds because it favors the non-radiative de-excitation via fast molecular motion.

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Publication Details

Journal
Organic Letters
Published
2026-11-09
DOI
https://doi.org/10.1021/acs.orglett.6c04520
Primary Topic
Luminescence and Fluorescent Materials
Type
article
Field-Weighted Citation Impact
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article

Isomerization-Controlled Dual-State Emission of Pyridyl Triazolopyridine Derivatives

Camille Chériaux, Gilles Ulrich, Valérie Mazan, Denis Jacquemin et al.
Organic Letters
Luminescence and Fluorescent Materials
article

Isomerization-Controlled Dual-State Emission of Pyridyl Triazolopyridine Derivatives

Camille Chériaux, Gilles Ulrich, Valérie Mazan, Denis Jacquemin, Carlotta Figliola, Anna Maria Grabarz
article en

Abstract

Abstract The high-yielding two-step reaction synthesis of pyridyl triazolopyridine derivatives 1a–1e with substituents in positions C7 and C2′ is reported. All derivatives show intense blue fluorescence emission with excellent ΦF in acidic solution (up to 72%) and in their neutral solid state (up to 66%). The experimental results together with the theoretical calculations suggest that the isomerization reaction is detrimental to the emissive properties of these compounds because it favors the non-radiative de-excitation via fast molecular motion.

Organic Letters
Wrocław University of Science and Technology (PL), Centre National de la Recherche Scientifique (FR), Institut Universitaire de France (FR), Chimie et Interdisciplinarité, Synthèse, Analyse, Modélisation (FR), Université de Strasbourg (FR), Nantes Université (FR)
Luminescence and Fluorescent Materials
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