Indexado en

Documentos y archivos

Licencia y uso

Citaciones

Altmetrics

Grant support

The authors gratefully acknowledge the financial support provided by Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq) (304368/2023-7, 141716/2020-7, and 200330/2022-5) and Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior-Brazil (CAPES) -Finance Code 001. Elisabet Romero thanks the European Research Council under the ERC starting grant agreement No. 805524 (BioInspired_SolarH2) and the State Research Agency/Spanish Ministry of Science and Innovation (AEI/MICINN/10.13039/501100011033) through the Severo Ochoa Excellence Accreditation CEX2019-000925-S.

Análisis de autorías institucional

Compartir

Lophine-benzazole molecular hybrids with dual emission and large Stokes shifts: Experimental and theoretical insights into ESIPT dynamics

Publicado en:DYES AND PIGMENTS. 243 (-): 113069-- - 2025-12-01 243(-), DOI: 10.1016/j.dyepig.2025.113069

Autores: Reimann, Louise Kommers; Moraes, Emmanuel Santos; Romero, Elisabet; Rodembusch, Fabiano Severo; Duarte, Luis Gustavo Teixeira Alves

Afiliaciones

Resumen

Lophine-benzazole molecular hybrids were synthesized through an efficient tetracomponent condensation reaction involving benzil, benzaldehyde, ammonium acetate, and aminobenzazoles. The resulting compounds were characterized by NMR, FTIR, melting point analysis, and X-ray crystallography. The structural framework combines two distinct classes of fluorophores, lophines and ESIPT-active benzazoles, yielding dyads with dual emission characteristics. Photophysical studies revealed that the hybrids exhibit excitation-dependent fluorescence and very large Stokes shifts, attributed to excited-state intramolecular proton transfer (ESIPT) processes. The presence of intramolecular hydrogen bonds and the influence of the local environment on emission behavior were confirmed through steady-state and time-resolved fluorescence spectroscopy, supported by calculations using the Density Functional Theory (DFT) and time-dependent DFT (TD-DFT), employing the omega B97X-D3/def2-TZVP methodology. The combined experimental and theoretical insights underscore the potential of these conjugated systems as responsive luminescent materials for optoelectronic and sensing applications.

Palabras clave