Investigation of ESIPT in a panel of chromophores presenting N-H⋯N intramolecular hydrogen bonds

Pierre O. Hubin, Adèle D. Laurent, Daniel P. Vercauteren, Denis Jacquemin

Résultats de recherche: Contribution à un journal/une revueArticle

Résumé

Thermodynamic and kinetic aspects of excited state intramolecular proton transfer (ESIPT) are investigated in 11 chromophores harboring an intramolecular N-H⋯N hydrogen bond [pyridyl pyrazole, pyridyl pyrrole, azaindole, pyridyl indole, pyrroloquinoline, and an analogue of the Blue Fluorescent Protein (BFP) chromophore] with the help of quantum mechanical calculations. For pyridyl pyrazoles, simulated spectra are used to help the interpretation of experimental ones and the effects of several substituents are investigated. Then it is shown that Time-Dependent Density Functional Theory fails to satisfactorily describe the energetic aspects of ESIPT for the BFP chromophore analogue. Equation-of-Motion Coupled Cluster theory is thus used to reach accurate insights for this challenging case. This journal is

langue originaleAnglais
Pages (de - à)25288-25295
Nombre de pages8
journalPhysical Chemistry Chemical Physics
Volume16
Numéro de publication46
Date de mise en ligne précoce30 sept. 2014
Les DOIs
étatPublié - 14 déc. 2014

Empreinte digitale

Proton transfer
Chromophores
Excited states
chromophores
Hydrogen bonds
hydrogen bonds
protons
Pyrazoles
analogs
excitation
proteins
Pyrroles
indoles
pyrroles
Equations of motion
Density functional theory
equations of motion
Proteins
Thermodynamics
density functional theory

Citer ceci

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title = "Investigation of ESIPT in a panel of chromophores presenting N-H⋯N intramolecular hydrogen bonds",
abstract = "Thermodynamic and kinetic aspects of excited state intramolecular proton transfer (ESIPT) are investigated in 11 chromophores harboring an intramolecular N-H⋯N hydrogen bond [pyridyl pyrazole, pyridyl pyrrole, azaindole, pyridyl indole, pyrroloquinoline, and an analogue of the Blue Fluorescent Protein (BFP) chromophore] with the help of quantum mechanical calculations. For pyridyl pyrazoles, simulated spectra are used to help the interpretation of experimental ones and the effects of several substituents are investigated. Then it is shown that Time-Dependent Density Functional Theory fails to satisfactorily describe the energetic aspects of ESIPT for the BFP chromophore analogue. Equation-of-Motion Coupled Cluster theory is thus used to reach accurate insights for this challenging case. This journal is",
author = "Hubin, {Pierre O.} and Laurent, {Ad{\`e}le D.} and Vercauteren, {Daniel P.} and Denis Jacquemin",
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Investigation of ESIPT in a panel of chromophores presenting N-H⋯N intramolecular hydrogen bonds. / Hubin, Pierre O.; Laurent, Adèle D.; Vercauteren, Daniel P.; Jacquemin, Denis.

Dans: Physical Chemistry Chemical Physics, Vol 16, Numéro 46, 14.12.2014, p. 25288-25295.

Résultats de recherche: Contribution à un journal/une revueArticle

TY - JOUR

T1 - Investigation of ESIPT in a panel of chromophores presenting N-H⋯N intramolecular hydrogen bonds

AU - Hubin, Pierre O.

AU - Laurent, Adèle D.

AU - Vercauteren, Daniel P.

AU - Jacquemin, Denis

PY - 2014/12/14

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AB - Thermodynamic and kinetic aspects of excited state intramolecular proton transfer (ESIPT) are investigated in 11 chromophores harboring an intramolecular N-H⋯N hydrogen bond [pyridyl pyrazole, pyridyl pyrrole, azaindole, pyridyl indole, pyrroloquinoline, and an analogue of the Blue Fluorescent Protein (BFP) chromophore] with the help of quantum mechanical calculations. For pyridyl pyrazoles, simulated spectra are used to help the interpretation of experimental ones and the effects of several substituents are investigated. Then it is shown that Time-Dependent Density Functional Theory fails to satisfactorily describe the energetic aspects of ESIPT for the BFP chromophore analogue. Equation-of-Motion Coupled Cluster theory is thus used to reach accurate insights for this challenging case. This journal is

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