Resonance-Enhanced Excited-State Intramolecular Proton Transfer Emission by Base-Mediated Formation of α-Cyano-γ-lactone
Year: 2025
Type: article
Abstract: This letter describes the synthesis and structural, photophysical, and theoretical properties of novel fluorescent dyes derived from 2-(2'-hydroxyphenyl)benzoxazole, functionalized by tricyanofuran or α-cyano-γ-lactone groups, prone to undergo an excited-state intramolecular proton transfer (ESIPT) process. We serendipitously found that tricyanofuran can induce the formation of the corresponding lactone in basic media, leading to a highly fluorescent derivative, owing to the formation of a merocyanine in the excited state.
Source: Organic Letters
Institutions: Centre National de la Recherche Scientifique, Institut de Chimie et Procédés pour l'Energie, l'Environnement et la Santé, Institut de Chimie des Substances Naturelles, Université Paris-Saclay, Chimie et Interdisciplinarité, Synthèse, Analyse, Modélisation, Nantes Université, Institut Universitaire de France
Language: English
Subfield: Physical and Theoretical Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W4416580464