NDLI: Tuning Photoinduced Intramolecular Electron Transfer by Electron Accepting and Donating Substituents in Oxazolones

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Tuning Photoinduced Intramolecular Electron Transfer by Electron Accepting and Donating Substituents in Oxazolones

Content Provider	Semantic Scholar
Author	Öztürk, Gülsiye Karabıyık, Hasan Aygün, Muhittin Alp, Serap Özçelik, Serdar
Copyright Year	2013
Abstract	The solvatochromic and spectral properties of oxazolone derivatives in various solvents were reported. Fluorescence spectra clearly showed positive and negative solvatochromism depending on substituents. The solvatochromic plots and quantum chemical computations at DFT-B3LYP/6-31 + G(d,p) level were used to assess dipole moment changes between the ground and the first excited singlet-states. The electron accepting nitro substituent at the para-position increased the π-electron mobility, however, the 3,5-dinitro substituent decreased the π-electron mobility as a result of inverse accumulation of the electronic density as compared with that of its ground state. Experimental and computational studies proved that the photoinduced intramolecular electron transfer (PIET) is responsible for the observed solvatochromic effects. We demonstrate that PIET can be finely tailored by the position of the electron accepting and donating substituents in the phenyl ring of the oxazolone derivatives. We propose that the photoactive CPO derivatives are new molecular class of conjugated push-pull structures using azlactone moiety as the π-conjugated linker and may find applications in photovoltaic cells and light emitting diodes.
Starting Page	733
Ending Page	744
Page Count	12
File Format	PDF HTM / HTML
DOI	10.1007/s10895-013-1198-6
Alternate Webpage(s)	http://openaccess.iyte.edu.tr:8080/xmlui/bitstream/handle/11147/4126/Serdar_Ozcelik.pdf?isAllowed=y&sequence=2
PubMed reference number	23494168
Alternate Webpage(s)	https://doi.org/10.1007/s10895-013-1198-6
Journal	Medline
Volume Number	23
Journal	Journal of Fluorescence
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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