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Furukawa K, Yamamoto N, Hino K, et al. Excited-state intramolecular proton transfer and conformational relaxation in 4'-N,N-dimethylamino-3-hydroxyflavone doped in acetonitrile crystals. Phys Chem Chem Phys. 2016;18(41):28564-28575doi: 10.1039/c6cp04322d.
Furukawa, K., Yamamoto, N., Hino, K., & Sekiya, H. (2016). Excited-state intramolecular proton transfer and conformational relaxation in 4'-N,N-dimethylamino-3-hydroxyflavone doped in acetonitrile crystals. Physical chemistry chemical physics : PCCP, 18(41), 28564-28575. https://doi.org/10.1039/c6cp04322d
Furukawa, Kazuki, et al. "Excited-state intramolecular proton transfer and conformational relaxation in 4'-N,N-dimethylamino-3-hydroxyflavone doped in acetonitrile crystals." Physical chemistry chemical physics : PCCP vol. 18,41 (2016): 28564-28575. doi: https://doi.org/10.1039/c6cp04322d
Furukawa K, Yamamoto N, Hino K, Sekiya H. Excited-state intramolecular proton transfer and conformational relaxation in 4'-N,N-dimethylamino-3-hydroxyflavone doped in acetonitrile crystals. Phys Chem Chem Phys. 2016 Oct 19;18(41):28564-28575. doi: 10.1039/c6cp04322d. PMID: 27711473.
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Phys Chem Chem Phys. 2016 Oct 19;18(41):28564-28575. doi: 10.1039/c6cp04322d.

Excited-state intramolecular proton transfer and conformational relaxation in 4'-N,N-dimethylamino-3-hydroxyflavone doped in acetonitrile crystals.

Physical chemistry chemical physics : PCCP

Kazuki Furukawa, Norifumi Yamamoto, Kazuyuki Hino, Hiroshi Sekiya

Affiliations

  1. Department of Chemistry, Faculty of Science, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 813-0395, Japan. [email protected].
  2. Department of Life and Environmental Sciences, Faculty of Engineering, Chiba Institute of Technology, Tsudanuma 2-17-1, Narashino, Chiba 275-0016, Japan.
  3. Department of Chemistry, Faculty of Education, Aichi University of Education, 1 Hirosawa, Igaya, Kariya, Aichi 448-8542, Japan.

PMID: 27711473 DOI: 10.1039/c6cp04322d

Abstract

The effect of intermolecular interactions on excited-state intramolecular proton transfer (ESIPT) in 4'-N,N-dimethylamino-3-hydroxyflavone (DMHF) doped in acetonitrile crystals was investigated by measuring its temperature dependence of steady-state fluorescence excitation and fluorescence spectra and picosecond time-resolved spectra. The relative intensity of emission from the excited state of the normal form (N*) to that from the excited state of the tautomer form (T*) and spectral features changed markedly with temperature. Unusual changes in the spectral shift and spectral features were observed in the fluorescence spectra measured between 200 and 218 K, indicating that a solid-solid phase transition of DMHF-doped acetonitrile crystals occurred. Time-resolved fluorescence spectra suggested conformational relaxation of the N* state competed with ESIPT after photoexcitation and the ESIPT rate increased with temperature in the low-temperature phase of acetonitrile. However, the intermolecular interaction of N* with acetonitrile in the high-temperature phase markedly stabilized the potential minimum of the fluorescent N* state and slowed the ESIPT. This stabilization can be explained by reorganization of acetonitrile originating from the strong electric dipole-dipole interaction between DMHF and acetonitrile molecules.

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