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1998 Fiscal Year Final Research Report Summary

A Study of Excited -State-Proton-Transfer Reaction

Research Project

Project/Area Number 09640610
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Physical chemistry
Research InstitutionEhime University

Principal Investigator

NAGAOKA Shin-ichi  Ehime University, Faculty of Science, Associate Professor, 理学部, 助教授 (30164403)

Co-Investigator(Kenkyū-buntansha) OHARA Keishi  Ehime University, Faculty of Science, Assistant, 理学部, 助手 (10284390)
MUKAI Kazuo  Ehime University, Faculty of Science, Professor, 理学部, 教授 (70036193)
Project Period (FY) 1997 – 1998
KeywordsExcited State / Proton Transfer / Salicylaldehyde / Vitamin E / Excited-State Dependence / Node / Intramolecular Hydrogen Bond / Antioxidant Reaction
Research Abstract

Proton transfer is a very simple chemical process readily accessible to both accurate measurement and quantitative theoretical analysis. We have constructed a simple theoretical model of the excited-state-proton-transfer, a model based on the nodal pattern of the wave function. In this project we have studied the application of our nodal-plane model to the following three problems.
1. The substituent effect and the electronic-state dependence in the excited-state-intramolecular-proton-transfer (ESIPT) of o-hydroxybenzladehydes.
2. The substituent-position effect in ESIPT of 2-(o-hydroxyaryl)benzazoles : Although both 2-(2-hydroxy- 3-aryl)benzazole and 2-(1-hydroxy- 2-aryl)benzazole consist of an aryl moiety, a benzazol-2-yl group, and an Oil group, their emission properties are very different.
3. The substituent and solvent effects in ESIPT of aminoanthraquinones : The singlet-triplet energy-gap of the proton-transferred form is much less than that in the normal form.
The experimental results obtained on the above three problems strongly support our nodal-plane model.
Furthermore, we synthesized a bridged molecule of vitamin E and quinones, and studied the radical scavenging reaction of vitamin E.It is interesting that the microscopic electron behavior could manifest itself in the macroscopic vital-function.
Although our nodal-plane model is a qualitative one, it allows us to recognize the important features of ESIPT immediately and provides useful information about the reaction mechanisms. Our nodal-plane model is applicable to photochemical reactions in various excited states of various molecules. Many chemists have cited it, and the usefulness of our explanation is recognized by many researchers.

  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] S.Nagaoka: "Electronic-State Dependence of Intramolecular Proton Transfer of o-Hydroxybenzaldehyde. 2. Substituent Effect" The Journal of Physical Chemistry A. 101. 3061-3065 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Mukai: "Kinetic Study of Free-Radical-Scavenging Action of Flavonoids in Homogeneous and Aqueous Triton X-100 Micellar Solutions" The Journal of Physical Chemistry A. 101. 3746-3753 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Nagaoka: "Intramolecular Proton Transfer in the Triplet State of 1-(Acylamino)anthraquinones" Journal of Photochemistry and Photobiology A. 105. 29-33 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Nagaoka: "Nodal-Plane Model in Excited-State Intramolecular Proton Transfer" Trends in Physical Chemistry. 6. 55-87 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Nagaoka: "Tunneling Effect in the Regeneration Reaction of Vitamin E by Ubiquinol" Chemical Physics Letters. 287. 70-74 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 長岡伸一: "励起状態分子内プロトン移動における節面モデル" 光化学. 28. 39-44 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Nagaoka: "Electronic-State Dependence of Intramolecular Proton Transfer of o-Hydroxybenzaldehyde. 2. substituent Effect" The Journal of Physical Chemistry A. 101. 3061-3065 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Mukai: "Kinetic Study of Free-Radical-Scavenging Action of Flavonoids in Homogeneous and Aqueous Triton X-100 Micellar Solutions" The Journal of Physical Chemistry A. 101. 3746-3753 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Nagaoka: "Intramolecular Proton Transfer in the Triplet State of 1-(Acylamino) anthraquinones" Journal of Photochemistry and Photobiology A. 105. 29-33 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Nagaoka: "Nodal-Plane Model in Excited-State Intramolecular Proton Transfer" Trends in Physical Chemistry. 6. 55-87 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Nagaoka: "Tunneling Effect in the Regeneration Reaction of Vitamin E by Ubiquinol" Chemical Physics Letters. 287. 70-74 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Nagaoka: "Nodal-Plane Model in Excited-State Intramolecular Proton Transfer" Photochemistry. 28. 39-44 (1998)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1999-12-08  

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