Effect of hydroxylic compounds on the photophysical properties of ellipticine and its 6-methyl derivative: The origin of dual fluorescence

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Abstract

Photophysical parameters of ellipticine were compared to those of its 6-methyl derivative in various solvents. Since both compounds emitted dual fluorescence in methanol and ethylene glycol, the band peaking at low energy cannot be due to a tautomer formed via solvent-assisted excited-state proton transfer but originates from photoinduced protonation by the solvent. The mechanism and kinetics of the processes undergoing in the excited-state in the presence of OH- were revealed in methanol. Addition of OH- caused quenching for the excited ellipticine, whereas back-formation of the neutral excited compound proved to be the only important photochemical reaction of the protonated species.

Original languageEnglish
Pages (from-to)76-81
Number of pages6
JournalChemical Physics Letters
Volume427
Issue number1-3
DOIs
Publication statusPublished - Aug 18 2006

Fingerprint

ellipticine
Fluorescence
Derivatives
Excited states
fluorescence
Methanol
methyl alcohol
Proton transfer
Ethylene Glycol
Photochemical reactions
Protonation
tautomers
photochemical reactions
excitation
glycols
Quenching
ethylene
quenching
Kinetics
protons

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Atomic and Molecular Physics, and Optics
  • Surfaces and Interfaces
  • Condensed Matter Physics

Cite this

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abstract = "Photophysical parameters of ellipticine were compared to those of its 6-methyl derivative in various solvents. Since both compounds emitted dual fluorescence in methanol and ethylene glycol, the band peaking at low energy cannot be due to a tautomer formed via solvent-assisted excited-state proton transfer but originates from photoinduced protonation by the solvent. The mechanism and kinetics of the processes undergoing in the excited-state in the presence of OH- were revealed in methanol. Addition of OH- caused quenching for the excited ellipticine, whereas back-formation of the neutral excited compound proved to be the only important photochemical reaction of the protonated species.",
author = "Z. Miskolczy and L. Bicz{\'o}k and I. Jablonkai",
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T1 - Effect of hydroxylic compounds on the photophysical properties of ellipticine and its 6-methyl derivative

T2 - The origin of dual fluorescence

AU - Miskolczy, Z.

AU - Biczók, L.

AU - Jablonkai, I.

PY - 2006/8/18

Y1 - 2006/8/18

N2 - Photophysical parameters of ellipticine were compared to those of its 6-methyl derivative in various solvents. Since both compounds emitted dual fluorescence in methanol and ethylene glycol, the band peaking at low energy cannot be due to a tautomer formed via solvent-assisted excited-state proton transfer but originates from photoinduced protonation by the solvent. The mechanism and kinetics of the processes undergoing in the excited-state in the presence of OH- were revealed in methanol. Addition of OH- caused quenching for the excited ellipticine, whereas back-formation of the neutral excited compound proved to be the only important photochemical reaction of the protonated species.

AB - Photophysical parameters of ellipticine were compared to those of its 6-methyl derivative in various solvents. Since both compounds emitted dual fluorescence in methanol and ethylene glycol, the band peaking at low energy cannot be due to a tautomer formed via solvent-assisted excited-state proton transfer but originates from photoinduced protonation by the solvent. The mechanism and kinetics of the processes undergoing in the excited-state in the presence of OH- were revealed in methanol. Addition of OH- caused quenching for the excited ellipticine, whereas back-formation of the neutral excited compound proved to be the only important photochemical reaction of the protonated species.

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