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Title: Tuning Photoinduced Intramolecular Electron Transfer by Electron Accepting and Donating Substituents in Oxazolones
Authors: Öztürk, Gülsiye
Karabıyık, Hasan
Aygün, Muhittin
Alp, Serap
Özçelik, Serdar
Keywords: Solvatochromism
Photoinduced Intramolecular ElectronTransfer (PIET)
Stokes shift
Hypsochromic shift
Bathochromic shift
Issue Date: 24-Feb-2013
Publisher: Springer
Source: Öztürk, G., Karabıyık, H., Aygün, M., Alp, S. & Özcelik, S. (2013). Tuning Photoinduced Intramolecular Electron Transfer by Electron Accepting and Donating Substituentsin Oxazolones. Journal of Fluorescence, 23(4), 733-744. doi:10.1007/s10895-013-1198-6
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 intramo- lecular 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 de- rivatives.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.
ISSN: 15734994
Appears in Collections:Chemistry / Kimya
PubMed İndeksli Yayınlar Koleksiyonu / PubMed Indexed Publications Collection
Scopus İndeksli Yayınlar Koleksiyonu / Scopus Indexed Publications Collection
WoS İndeksli Yayınlar Koleksiyonu / WoS Indexed Publications Collection

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