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Excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy

We employ transient absorption from the deep-UV to the visible region and fluorescence upconversion to investigate the photoinduced excited-state intramolecular proton-transfer dynamics in a biologically relevant drug molecule, 2-acetylindan-1,3-dione. The molecule is a ß-diketone which in the elect...

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Autores principales: Verma, Pramod Kumar, Steinbacher, Andreas, Schmiedel, Alexander, Nuernberger, Patrick, Brixner, Tobias
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Crystallographic Association 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4720111/
https://www.ncbi.nlm.nih.gov/pubmed/26798837
http://dx.doi.org/10.1063/1.4937363
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author Verma, Pramod Kumar
Steinbacher, Andreas
Schmiedel, Alexander
Nuernberger, Patrick
Brixner, Tobias
author_facet Verma, Pramod Kumar
Steinbacher, Andreas
Schmiedel, Alexander
Nuernberger, Patrick
Brixner, Tobias
author_sort Verma, Pramod Kumar
collection PubMed
description We employ transient absorption from the deep-UV to the visible region and fluorescence upconversion to investigate the photoinduced excited-state intramolecular proton-transfer dynamics in a biologically relevant drug molecule, 2-acetylindan-1,3-dione. The molecule is a ß-diketone which in the electronic ground state exists as exocyclic enol with an intramolecular H-bond. Upon electronic excitation at 300 nm, the first excited state of the exocyclic enol is initially populated, followed by ultrafast proton transfer (≈160 fs) to form the vibrationally hot endocyclic enol. Subsequently, solvent-induced vibrational relaxation takes place (≈10 ps) followed by decay (≈390 ps) to the corresponding ground state.
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spelling pubmed-47201112016-01-21 Excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy Verma, Pramod Kumar Steinbacher, Andreas Schmiedel, Alexander Nuernberger, Patrick Brixner, Tobias Struct Dyn SPECIAL TOPIC: SELECTED PAPERS FROM THE 3RD INTERNATIONAL CONFERENCE ON ULTRAFAST STRUCTURAL DYNAMICS We employ transient absorption from the deep-UV to the visible region and fluorescence upconversion to investigate the photoinduced excited-state intramolecular proton-transfer dynamics in a biologically relevant drug molecule, 2-acetylindan-1,3-dione. The molecule is a ß-diketone which in the electronic ground state exists as exocyclic enol with an intramolecular H-bond. Upon electronic excitation at 300 nm, the first excited state of the exocyclic enol is initially populated, followed by ultrafast proton transfer (≈160 fs) to form the vibrationally hot endocyclic enol. Subsequently, solvent-induced vibrational relaxation takes place (≈10 ps) followed by decay (≈390 ps) to the corresponding ground state. American Crystallographic Association 2015-12-08 /pmc/articles/PMC4720111/ /pubmed/26798837 http://dx.doi.org/10.1063/1.4937363 Text en © 2015 Author(s). 2329-7778/2016/3(2)/023606/10 All article content, except where otherwise noted, is licensed under a Creative Commons Attribution 3.0 Unported License.
spellingShingle SPECIAL TOPIC: SELECTED PAPERS FROM THE 3RD INTERNATIONAL CONFERENCE ON ULTRAFAST STRUCTURAL DYNAMICS
Verma, Pramod Kumar
Steinbacher, Andreas
Schmiedel, Alexander
Nuernberger, Patrick
Brixner, Tobias
Excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy
title Excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy
title_full Excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy
title_fullStr Excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy
title_full_unstemmed Excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy
title_short Excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy
title_sort excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy
topic SPECIAL TOPIC: SELECTED PAPERS FROM THE 3RD INTERNATIONAL CONFERENCE ON ULTRAFAST STRUCTURAL DYNAMICS
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4720111/
https://www.ncbi.nlm.nih.gov/pubmed/26798837
http://dx.doi.org/10.1063/1.4937363
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