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Crystal-to-crystal Transformation in Organic Solid-State Photoreactions

Research Project

Project/Area Number 10640496
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

OHBA Shigeru  Faculty of Science and Technology, Keio University, Associate Professor, 理工学部, 助教授 (50146578)

Project Period (FY) 1998 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 1999: ¥1,200,000 (Direct Cost: ¥1,200,000)
KeywordsOrganic Solid-state Photoreactions / Crystal-to-crystal Transformation / In Situ Observation of Reactions / Follow-up of Reaction by X-ray Diffraction / Molecular Conformational Change along with Reaction / Solid-State Themal Isomerization / 反応に伴なう分子の配座変化 / 有機固相反応 / 反応追跡 / X線構造解析
Research Abstract

In the crystalline state, molecules are arranged densely in order. A single-crystal-to-single crystal transformation is an excellent method to observe in situ the reactions in solid-state by X-ray diffraction. Photochemical reactions in single crystals can be controlled to some extent by irradiation for into the long wavelength absorption tail. This technique was applied to the several organic solid-state reaction.
(1) For photocyclization of N-methyl-N-{(E)-methyl methacryloyl} anilide in inclusion crystal, X-ray analysis detected the photoproduct, indicating that the thermal intramolecular rotation of the unsaturated group occurred before the photocyclixation. (2) For photodimerization of trans-cinnamamide in cocrystals with phthalic acid the thermal pedal-like conformational change has been revealed.

Report

(3 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • Research Products

    (25 results)

All Other

All Publications (25 results)

  • [Publications] R. Yoshihara, H. Hosomi, H. Aoyama & S. Ohba: "N-propylimidazolidinetrione and N-methyl-N-phenylethyl-imidazolidinatrione"Acta Crystallogr. Sect. C. 55. 594-596 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Hoshima, S. Ohba, K-Nakajima, H. Ishiba, M. Kojima & M. Tsuchimoto: "Molecular Rearrangement Accompanied by Solid-State Isomerization of {N,N'-Di-3-ethoxysalicylidene-(R,S)(S,R)-1,2-diphenyl-1,2 ethane}"Bull. Chem. Soc. Jpn. 72. 1037-1041 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] R. Yoshihara, H. Hosomi, H, Aoyama & S. Ohba: "N-(Isopropyl)norbownane-endo-2,3-dicarboximide"Acta Crystallogr. Sect.C. 55. 960-962 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] R. Yoshihara, K. Mori, S. Nishiyama, S. Yamamoto, H. Hosomi, S. Ohta & Y. Ito: "An asatone-type neolignan and its photo cage product"Acta Crystallogr. Sect. C. 55. 1144-1147 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] G. Hoshima, M. Tsuchimoto & S. Ohba: "Thermal Dehydrogenation reaction of [N, N'-Bis(3-ethoxy-salicylidene-1,2-diphenyl-1,2-ethane diamino] nickel(II)"Bull. Chem. Soc. Jpn.. 73. 369-374 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Hosomi, S. Ohba, K. Tanaka & F. Toda: "The First in Situ Observation of Intramolecular Rotation and Cyclization of Anilide by an X-ray study"J. Am. Chem. Soc.. (印刷中). (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] R. Yoshihara, H. Hosomi, H. Aoyama and S. Ohba: "N-Propylimidazolidinetrione and N-methyl-N'-phenylethylimidazolidinetrione"Acta Crystallogr. Sect. C. 55. 594-596 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Hoshina, S. Ohaba, K. Nakajima, H. Ishida, M. Kojima and M. Tsuchimoto: "Molecular Rearrangement Accompanied by Solid-Sate Isomerization of {N.N'-Di-3-ethoxysalicylidene-(R,S)(S,R)-1,2-diphenyl-1,2-ethanediamine } oxovaradium (IV)"Bull. Chem. Soc. Jpn. 72. 1037-1041 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] R. Toshihara, H. Hosomi, H. Aoyama and S. Ohab: "N-(Isopropyl) norbornane-endo-2,3-dicarboximide"Acta Crystallogr. Sect. C. 55. 960-962 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] R. Yoshihara, K. Mori, S. Nishiyama, S. Yamamura, H. Hosomi, S. Ohba and Y. Ito: "An asatone-type neolignan and its photocage product"Acta Crystallogr. Sect. C. 55. 1144-1147 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] G. Hoshina, M. Tsuchimoto and S. Ohba: "Thermal Dehydrogenation reaction of [N,N'-Bis(3-ethoxy-salicylidene)-1,2-diphenyl-1,2-ethanediaminato] nickel (II)"Bull. Chem. Soc. Jpn. 73. 369-374 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Hosomi, S. Ohba, K. Tanaka and F. Toda: "The First in Situ Observation of Intramolecular Rotation and Cyclization of Anilide by an X-ray Study"J. Am. Chem. Soc.. (in the press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] R.Yoshihara,H.Hosomi,H.Aoyama and S.Ohba: "N-Propylimidazolidinetrione and N-methyl-N'-phenyl-ethylimidazolidinetrione"Acta Crystallogr.Sect.C. 55. 594-596 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Hoshina,S.Ohba,K.Nakajima,H.Ishida,M.Kojima and M.Tsuchimoto: "Molecular Rearrangement Accompanied by Solid-Stato Isomerization of {N.N'-Di-3-ethoxy salicylidene-(R,S)(S,R)-1,2-diphenyl-1,2-ethane"Bull.Chem.Soe.Jpn.. 72. 1037-1041 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] R.Yoshihara,H.Hosomi,H.Aoyama and S.Ohba: "N-(Isopropyl)norbornane-endo-2,3-dicarboximide"Acta Crystallogr.Sect.C. 55. 960-962 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] R,Yoshihara,K.Mori,S.Nishiyama,S.Yamamura,H.Hosomi,S.Ohba&Y.Ito: "An asatone-type neolignan and its photocage product"Acta Crystallogr.Sect.C. 55. 1144-1147 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] G.Hoshina,M.Tsuchimoto and S.Ohba: "Thermal Dehydrogenation Reaction of [N,N'-Bis(3-ethoxy-salicylidene)-1,2-diphenyl-1,2-ethane diaminato]n:ckel(II)"Bull.Chem.Soe.Jpn.. 73. 369-374 (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Hosomi,S.Ohba,K.Tanaka and F.Toda: "The First in Situ Observation of Intramolecular Rotation and Cyclization of Anilide by an X-ray Study"J.Am.Chem.Soc.. (印刷中). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] 該当なし:

    • Related Report
      1999 Annual Research Report
  • [Publications] R.Yoshihara,H.Hosomi,H.Aoyama & S.Ohba: "N-Propylimidazolidinetrione and N-methyl-N'-phenylethyl-imidazolidinetrione" Acta Crystallogr.Sect.C. C55 印刷中. (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] G.Hoshina,S.Ohba & M.Tsuchimoto: "Redetermination of 2,3-dichloro-5,6-dicyano-1,4-dihydroxybenzene" Acta Crystallogr.Sect.C. C55 印刷中. (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] R.Yoshihara,H.Hosomi,H.Aoyama & S.Ohba: "Norbornane-N-(isopropyl)-endo-2,3-dicarboximide" Acta Crystallogr.Sect.C. C55 印刷中. (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] G.Hoshina,S.Ohba,K.Nakajima,H.Ishida,et al.: "Molecular Rearrangement A ccompanied by Sulid-State Isomerization of {N,N'-di-3cthoxy salicylidene-(R,S)(S,R)-1,2-diphynyl-1,2-elhane diamire}VC" Bull.Chem.Soc.Jpn.72 印刷中. (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Fukushima,Y.Ito,H.Hosomi & S.Ohba: "Structures and photoreactivities of 2,4,6-Trilsopropyl-benzophenones" Acta Crystallogr.Sect.B. B54. 895-906 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Hosomi,Y.Ito & S.Ohba: "Crystal-to-Crystal Diastereoselective Transformation of 2,4,6-Trilso-propyl-4'-(S)-phenylalanino carbonylbenzophenone Methyl Ester" Acta Crystallogr.Sect.B. B54. 907-911 (1998)

    • Related Report
      1998 Annual Research Report

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Published: 1999-04-01   Modified: 2016-04-21  

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