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

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 substit...

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Detalles Bibliográficos
Autores principales:	Szalai, A., Giordano, L., Sánchez, V.M., Atvars, T.D.Z., Faleiros, M., Jares-Erijman, E., Aramendía, P.F.
Formato:	JOUR
Materias:	Anisotropy ESIPT Fluorescence Ratiometric probe TDDFT Time resolved emission spectroscopy
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_20506120_v5_n2_p_Szalai
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	todo:paper_20506120_v5_n2_p_Szalai
record_format	dspace
spelling	todo:paper_20506120_v5_n2_p_Szalai2023-10-03T16:38:46Z Temperature dependent spectroscopic and excited state dynamics of 3-hydroxychromones with electron donor and acceptor substituents Szalai, A. Giordano, L. Sánchez, V.M. Atvars, T.D.Z. Faleiros, M. Jares-Erijman, E. Aramendía, P.F. Anisotropy ESIPT Fluorescence Ratiometric probe TDDFT Time resolved emission spectroscopy 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. © 2017 IOP Publishing Ltd. Fil:Giordano, L. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Aramendía, P.F. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_20506120_v5_n2_p_Szalai
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Anisotropy ESIPT Fluorescence Ratiometric probe TDDFT Time resolved emission spectroscopy
spellingShingle	Anisotropy ESIPT Fluorescence Ratiometric probe TDDFT Time resolved emission spectroscopy Szalai, A. Giordano, L. Sánchez, V.M. Atvars, T.D.Z. Faleiros, M. Jares-Erijman, E. Aramendía, P.F. Temperature dependent spectroscopic and excited state dynamics of 3-hydroxychromones with electron donor and acceptor substituents
topic_facet	Anisotropy ESIPT Fluorescence Ratiometric probe TDDFT Time resolved emission spectroscopy
description	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. © 2017 IOP Publishing Ltd.
format	JOUR
author	Szalai, A. Giordano, L. Sánchez, V.M. Atvars, T.D.Z. Faleiros, M. Jares-Erijman, E. Aramendía, P.F.
author_facet	Szalai, A. Giordano, L. Sánchez, V.M. Atvars, T.D.Z. Faleiros, M. Jares-Erijman, E. Aramendía, P.F.
author_sort	Szalai, A.
title	Temperature dependent spectroscopic and excited state dynamics of 3-hydroxychromones with electron donor and acceptor substituents
title_short	Temperature dependent spectroscopic and excited state dynamics of 3-hydroxychromones with electron donor and acceptor substituents
title_full	Temperature dependent spectroscopic and excited state dynamics of 3-hydroxychromones with electron donor and acceptor substituents
title_fullStr	Temperature dependent spectroscopic and excited state dynamics of 3-hydroxychromones with electron donor and acceptor substituents
title_full_unstemmed	Temperature dependent spectroscopic and excited state dynamics of 3-hydroxychromones with electron donor and acceptor substituents
title_sort	temperature dependent spectroscopic and excited state dynamics of 3-hydroxychromones with electron donor and acceptor substituents
url	http://hdl.handle.net/20.500.12110/paper_20506120_v5_n2_p_Szalai
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_version_	1807316165254447104

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

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