Excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy
Author(s) -
Pramod Kumar Verma,
Andreas Steinbacher,
Alexander Schmiedel,
Patrick Nuernberger,
Tobias Brixner
Publication year - 2015
Publication title -
structural dynamics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.415
H-Index - 29
ISSN - 2329-7778
DOI - 10.1063/1.4937363
Subject(s) - intramolecular force , enol , excited state , ultrafast laser spectroscopy , photochemistry , chemistry , photon upconversion , ground state , absorption spectroscopy , spectroscopy , proton , fluorescence spectroscopy , fluorescence , absorption (acoustics) , molecule , relaxation (psychology) , atomic physics , materials science , stereochemistry , organic chemistry , physics , ion , quantum mechanics , composite material , catalysis , social psychology , psychology
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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