Photoacidity of the N-salicylidene-5-chloroaminopyridine

Autor(es)

Barboza, Cristina Aparecida ; Germino, Jose Carlos ; Alves Duarte, Luis Gustavo Teixeira ; Quites, Fernando Junior ; Muniz Vazquez, Pedro Antonio ; Zambon Atvars, Teresa Dib

• Tipo de documento: Artigo Científico
• Fonte: Journal of Luminescence; v. 184, p. 268-272, APR 2017.
• Citações Web of Science: 1

Resumo

Due to the occurrence of excited intramolecular proton transfer (ESIPT) in salicylidenes, in this article the photoacidity of the N-salicylidene-5-chloroaminopyridine (sal-5-Cl-py) was evaluated by electronic absorption and fluorescence spectroscopy. The results strongly suggest that sal-5-Cl-py in aqueous solution behaves as,a superacid, Delta pK(a),7=8.83, due to a large change of the dipole moment under electronic excitation between protonated and deprotonated species. Theoretical calculations under the density functional theory -DFT framework showed that as result of the ESIPT the electron density migrates from the phenol to the chloroaminepyridine ring. Such a charge migration is the driving force for the proton transfer reaction. (C) 2016 Elsevier B.V. All rights reserved. (AU)

• Processo FAPESP: 13/16245-2 - Propriedades fotofísicas de filmes finos de polímeros conjugados
• Beneficiário: Teresa Dib Zambon Atvars
• Modalidade de apoio: Auxílio à Pesquisa - Regular