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Artículo

Temperature dependent spectroscopic and excited state dynamics of 3-hydroxychromones with electron donor and acceptor substituents

Szalai, Alan MarceloIcon ; Giordano, LucianaIcon ; Sanchez, Veronica MurielIcon ; Atvars, Teresa D Z; Faleiros, Marcelo; Jares, Elizabeth AndreaIcon ; Aramendia, Pedro FranciscoIcon
Fecha de publicación: 05/2017
Editorial: IOP Publishing
Revista: Methods and Applications in Fluorescence
ISSN: 2050-6120
e-ISSN: 2050-6120
Idioma: Inglés
Tipo de recurso: Artículo publicado
Clasificación temática:
Otras Ciencias Químicas

Resumen

We have studied the photophysical and photochemical behavior of three compounds derived from 3-hydroxychromone (3-HC), capable of undergoing excited state proton transfer (ESIPT). The compounds have two substituents, located in positions 2 and 7, one on each ring of the 3-HC heterocycle. The substituent pattern shows different electron donating and acceptor features. The compounds were studied by absorption and emission spectroscopy, steady state anisotropy, and time resolved emission spectroscopy (TRES) as a function of temperature. Results were interpreted using time dependent density functional theory calculations. Compared to reference compounds of 3-HC substituted only in the 2 position, the compounds show similar absorption and emission spectra, shifted 20?30 nm to higher wavelengths due to extended conjugation. TRES shows the existence of ESIPT in the thermodynamic equilibrium regime. This process is endothermic in all three compounds. The different behavior compared to monosubstituted 3-HC is attributed to the extended conjugation and to the electron donor acceptor character of the substituents, which has a more pronounced effect when the electron acceptor is located in position 2.
Palabras clave: Fluorescence , Ratiometric Probes , Esipt , Time Resolved Emission Spectroscopy , Anisotropy , Tddft
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info:eu-repo/semantics/openAccess Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)
Identificadores
URI: http://hdl.handle.net/11336/51055
URL: http://stacks.iop.org/2050-6120/5/i=2/a=024011?key=crossref.79864274794625157532
DOI: http://dx.doi.org/10.1088/2050-6120/aa6ec0
Colecciones
Articulos(CIBION)
Articulos de CENTRO DE INVESTIGACIONES EN BIONANOCIENCIAS "ELIZABETH JARES ERIJMAN"
Articulos(CSC)
Articulos de CENTRO DE SIMULACION COMPUTACIONAL P/APLIC. TECNOLOGICAS
Citación
Szalai, Alan Marcelo; Giordano, Luciana; Sanchez, Veronica Muriel; Atvars, Teresa D Z; Faleiros, Marcelo; et al.; Temperature dependent spectroscopic and excited state dynamics of 3-hydroxychromones with electron donor and acceptor substituents; IOP Publishing; Methods and Applications in Fluorescence; 5; 2; 5-2017; 1-11; 024011
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