Photochromism of 2-benzyl-3-benzoyl-4(1H)-quinolone derivatives

V. Lokshin; N. A. Larina; O. A. Fedorova; A. Metelitsa; V. Khodorkovsky

doi:10.1016/j.jphotochem.2008.09.009

Photochromism of 2-benzyl-3-benzoyl-4(1H)-quinolone derivatives

V. Lokshin, N. A. Larina, O. A. Fedorova, A. Metelitsa, V. Khodorkovsky

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

A series of 2-benzyl-3-benzoyl-4(1H)-quinolone derivatives was investigated. The UV-vis spectra of all photochromic derivatives and the corresponding colored photoenols are similar and almost solvent independent. In contrast, the stability of the photoenols depends strongly on the substituents at the quinolone moiety and solvent. We conclude that conversion of the photoinduced forms into the initial quinolones occurs through ionization rather than usual for photochromic compounds thermal relaxation or sigmatropic H-shift. The experimental observations are in good agreement with the results of quantum mechanical calculations.

Original language	English
Pages (from-to)	8-14
Number of pages	7
Journal	Journal of Photochemistry and Photobiology A: Chemistry
Volume	201
Issue number	1
DOIs	https://doi.org/10.1016/j.jphotochem.2008.09.009
State	Published - 1 Jan 2009
Externally published	Yes

Keywords

Photochromism
Photoenolization
Quinolone

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering
General Physics and Astronomy

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10.1016/j.jphotochem.2008.09.009

Cite this

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title = "Photochromism of 2-benzyl-3-benzoyl-4(1H)-quinolone derivatives",

abstract = "A series of 2-benzyl-3-benzoyl-4(1H)-quinolone derivatives was investigated. The UV-vis spectra of all photochromic derivatives and the corresponding colored photoenols are similar and almost solvent independent. In contrast, the stability of the photoenols depends strongly on the substituents at the quinolone moiety and solvent. We conclude that conversion of the photoinduced forms into the initial quinolones occurs through ionization rather than usual for photochromic compounds thermal relaxation or sigmatropic H-shift. The experimental observations are in good agreement with the results of quantum mechanical calculations.",

keywords = "Photochromism, Photoenolization, Quinolone",

author = "V. Lokshin and Larina, {N. A.} and Fedorova, {O. A.} and A. Metelitsa and V. Khodorkovsky",

note = "Funding Information: N.A.L. is thankful for the PhD fellowship to the “Reseau Formation-Recherche Franco-Russe” of the French Ministry for Education and Research. ",

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T1 - Photochromism of 2-benzyl-3-benzoyl-4(1H)-quinolone derivatives

AU - Lokshin, V.

AU - Larina, N. A.

AU - Fedorova, O. A.

AU - Metelitsa, A.

AU - Khodorkovsky, V.

N1 - Funding Information: N.A.L. is thankful for the PhD fellowship to the “Reseau Formation-Recherche Franco-Russe” of the French Ministry for Education and Research.

PY - 2009/1/1

Y1 - 2009/1/1

N2 - A series of 2-benzyl-3-benzoyl-4(1H)-quinolone derivatives was investigated. The UV-vis spectra of all photochromic derivatives and the corresponding colored photoenols are similar and almost solvent independent. In contrast, the stability of the photoenols depends strongly on the substituents at the quinolone moiety and solvent. We conclude that conversion of the photoinduced forms into the initial quinolones occurs through ionization rather than usual for photochromic compounds thermal relaxation or sigmatropic H-shift. The experimental observations are in good agreement with the results of quantum mechanical calculations.

AB - A series of 2-benzyl-3-benzoyl-4(1H)-quinolone derivatives was investigated. The UV-vis spectra of all photochromic derivatives and the corresponding colored photoenols are similar and almost solvent independent. In contrast, the stability of the photoenols depends strongly on the substituents at the quinolone moiety and solvent. We conclude that conversion of the photoinduced forms into the initial quinolones occurs through ionization rather than usual for photochromic compounds thermal relaxation or sigmatropic H-shift. The experimental observations are in good agreement with the results of quantum mechanical calculations.

KW - Photochromism

KW - Photoenolization

KW - Quinolone

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U2 - 10.1016/j.jphotochem.2008.09.009

DO - 10.1016/j.jphotochem.2008.09.009

M3 - Article

AN - SCOPUS:57849083406

SN - 1010-6030

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SP - 8

EP - 14

JO - Journal of Photochemistry and Photobiology A: Chemistry

JF - Journal of Photochemistry and Photobiology A: Chemistry

IS - 1

ER -

Photochromism of 2-benzyl-3-benzoyl-4(1H)-quinolone derivatives

Abstract

Keywords

ASJC Scopus subject areas

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