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Synthesis of tetrapyrrolic N-confused porphyrinoids and exploration their function

Research Project

Project/Area Number 16350024
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionKYUSHU UNIVERSITY

Principal Investigator

FURUTA Hiroyuki  Kyushu University, Faculty of Engineering, Professor, 工学研究院, 教授 (40244157)

Co-Investigator(Kenkyū-buntansha) TOGANOH Motoki  Kyushu University, Faculty of Engineering, Research Associate, 工学研究院, 助手 (80372754)
Project Period (FY) 2004 – 2005
Project Status Completed (Fiscal Year 2005)
Budget Amount *help
¥15,700,000 (Direct Cost: ¥15,700,000)
Fiscal Year 2005: ¥7,800,000 (Direct Cost: ¥7,800,000)
Fiscal Year 2004: ¥7,900,000 (Direct Cost: ¥7,900,000)
KeywordsN-confused porphyrin / N-fused porphryin / pentaphyrin / anion recognition / renium complex / zinc complex / カドミニウム錯体 / レニウム錯体 / テトラピロール / 拡張ポルフィリン / ヘキサフィリン / オクタフィリン / ピラゾールポルフィリン
Research Abstract

To explore the chemistry of "N-confused porphyrinoids" that has been started from the finding of N-confused porphyrin, metal coordination of NCP and synthesis of N-confused expanded porphyrins were mainly studied.
When Re, a typical metal that can afford a tripodal complex, was subjected for the metal coordination to an NCP ligand, unusual N-fused porphyrin Re complex, whose confused pyrrole ring is inverted and fused to an adjacent pyrrole ring in the porphyrin core, was obtained. This complex we further oxidized to afford a Re trioxo-complex, which catalyzed an oxygen transfer reaction efficiently.
In the synthesis of the confused expanded porphyrins, several new confused octaphyrins and their complexes were obtained. From the x-ray analysis of the octaphyrin complexes, the release of the strain energy by the introduction of confused pyrrole rings was suggested. Furthermore, several new features including near infrared emission and multi-redox were revealed with the doubly confused hexaphyrin complexes.
On the other hand, a different type of confused porphyrin such as pyrazole porphyrin was newly synthesized. The synthetic methodology is thought applicable to other multi-confused porphyrins.

Report

(3 results)
  • 2005 Annual Research Report   Final Research Report Summary
  • 2004 Annual Research Report
  • Research Products

    (45 results)

All 2006 2005 2004

All Journal Article (43 results) Book (2 results)

  • [Journal Article] Ultrafast Responses of Doubly N-Confused Hexaphyrin Derivatives2006

    • Author(s)
      Ryu, J.H.
    • Journal Title

      Molecular Crystals and Liquid Crystals 445

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] A Dozen Years of N-Confusion : From Synthesis to Supramolecular Chemistry2006

    • Author(s)
      Maeda, H.
    • Journal Title

      Pure and Applied Chemistry 78・1

      Pages: 29-44

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] A Entry to Doubly N-Confused [26]Hexaphyrins(1.1.1.1.1.1)from Normal [26]Hexaphyrins(1.1.1.1.1.1)via(Unprecedented Doubly Pyrrolic Rearrangement2006

    • Author(s)
      Suzuki, M.
    • Journal Title

      Chemistry-A European Journal 12・6

      Pages: 1754-1759

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Bis-Iridium(I) Complex of Inverted N-Confused Porphyrin2006

    • Author(s)
      Toganoh, M.
    • Journal Title

      Inorganic Chemistry 45

      Pages: 382-3854

    • NAID

      130004644854

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] 2-Picolinoylpyrrole : A New Entry to Metal Complexing Agent2006

    • Author(s)
      Ono, Y.
    • Journal Title

      Chemistry Letters 35(印刷中)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Ultrafast Responses of Doubly N-Confused Hexaphyrin Derivatives.2006

    • Author(s)
      Ryu, J.-H., Nagamura, T., Nagai, Y., Matsumoto, R., Furuta, H., Nakamura, K.
    • Journal Title

      Mol.Cryst.Liq.Cryst. 445

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] A Dozen Years of N-Confusion : From Synthesis to Supramolecular Chemistry2006

    • Author(s)
      Maeda, H., Furuta, H.
    • Journal Title

      Pure.Appl.Chem. 78

      Pages: 29-44

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] A Entry to Doubly N-Confused [26]Hexaphyrins(1.1.1.1.1.1) from Normal [26]Hexaphyrins(1.1.1.1.1.1) via Unprecedented Doubly Pyrrolic Rearrangement2006

    • Author(s)
      Suzuki, M., Yoon, M.-C., Kim, D.Y., Kwon, J.H., Furuta, H., Kim, D., Osuka, A.
    • Journal Title

      Chem.Eur.J. 12

      Pages: 1754-1759

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Bis-Iridium(I) Complex of Inverted N-Confused Porphyrin2006

    • Author(s)
      Toganoh, M., Konagawa, J., Furuta, H.
    • Journal Title

      Inorg.Chem. 45

      Pages: 3852-3854

    • NAID

      130004644854

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] 2-Picolinoylpyrrole : A New Entry to Metal Complexing Agent2006

    • Author(s)
      Ono, Y., Furuta, H.
    • Journal Title

      Chem.Lett. 35(in press)

    • NAID

      10017604426

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Ultrafast Responses of Doubly N-Confused Hexaphyrin Derivatives2006

    • Author(s)
      Ryu, J.-H.et al.
    • Journal Title

      Molecular Crystals and Liquid Crystals 445

    • Related Report
      2005 Annual Research Report
  • [Journal Article] A Dozen Years of N-Confusion : From Synthesis to Supramolecular Chemistry2006

    • Author(s)
      Maeda, H. et al.
    • Journal Title

      Pure and Applied Chemistry 78・1

      Pages: 29-44

    • Related Report
      2005 Annual Research Report
  • [Journal Article] A Entry to Doubly N-Confused [26]Hexaphyrins(1.1.1.1.1.1) from Normal [26]Hexaphyrins(1.1.1.1.1.1) via Unprecedented Doubly Pyrrolic Rearrangement2006

    • Author(s)
      Suzuki, M. et al.
    • Journal Title

      Chemistry- A European Journal 12・6

      Pages: 1754-1759

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Spectroelectrochemical Behaviour of Doubly N-Confused DioxoHexaphyrins2006

    • Author(s)
      Mayer, I. et al.
    • Journal Title

      Journal of Porphyrin and Phthalocyanins. 10(In press)

    • Related Report
      2005 Annual Research Report
  • [Journal Article] N-Confused Porphine2005

    • Author(s)
      Morimoto, T.
    • Journal Title

      European Journal of Organic Chemistry 18

      Pages: 3887-3890

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Confusion Approach in the Porphyrinoid Chemistry2005

    • Author(s)
      Srinivasan, A.
    • Journal Title

      Accounts of Chemical Research 38・1

      Pages: 10-20

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Recent Development of A Porphyrin Mutant-N-Confused Porphyrin2005

    • Author(s)
      Ishizuka, T.
    • Journal Title

      Journal of Organosynthetic Chemistry (Yuki Gosei Kagaku Kyokaishi) 63・3

      Pages: 211-221

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] N-Fused Pentaphyrins and Their Rhodium Complexes : Oxidation-Indced Rhodium Rearrangement2005

    • Author(s)
      Mori, S.
    • Journal Title

      Chemistry-A European Journal 11・8

      Pages: 2417-2425

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Rhenium Complexes of N-methyl N-Confused Porphyrin and Its Normal Isomer.2005

    • Author(s)
      Toganoh, M.
    • Journal Title

      Chemistry Letters 34・7

      Pages: 1034-1035

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Re(VII)Complex of N-Fused Tetraphenylporphyrin2005

    • Author(s)
      Toganoh, M.
    • Journal Title

      Chemical Communications 36

      Pages: 4589-4591

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Spectroelectrochemical Behaviour of Doubly N-Confused DioxoHexaphyrins2005

    • Author(s)
      Mayer, I.
    • Journal Title

      Journal of Porphyrin and Phthalocyanins. 9

      Pages: 813-820

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] N-Confused Porphine2005

    • Author(s)
      Morimoto, T., Taniguchi, S., Osuka, A., Furuta, H.
    • Journal Title

      Eur.J.Org.Chem.

      Pages: 3887-3890

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Confusion Approach in the Porphyrinoid Chemistry2005

    • Author(s)
      Srinivasan, A., Furuta, H.
    • Journal Title

      Acc.Chem.Res. 38

      Pages: 10-20

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] N-Fused Pentaphyrins and Their Rhodium Complexes : Oxidation-Induced Rhodium Rearrangement2005

    • Author(s)
      Mori, S., Shin, J.-Y., Shimizu, S., Ishikawa, F., Furuta, H., Osuka, A.
    • Journal Title

      Chem.Eur.J. 11

      Pages: 2417-2425

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Recent Development of A Porphyrin Mutant-N-Confused Porphyrin2005

    • Author(s)
      Ishizuka, T., Furuta, H.
    • Journal Title

      J.Organosynth.Chem. 63

      Pages: 211-221

    • NAID

      10014487149

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Rhenium Complexes of N-methyl N-Confused Porphyrin and Its Normal Isomer2005

    • Author(s)
      Toganoh, M., Furuta, H.
    • Journal Title

      Chem.Lett. 34

      Pages: 1034-1035

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Re(VII) Complex of N-Fused Tetraphenylporphyrin2005

    • Author(s)
      Toganoh, M., Ikeda, S., Furuta, H.
    • Journal Title

      Chem.Commun.

      Pages: 4589-4591

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Spectroelectrochemical Behavior of Doubly N-Confused DioxoHexaphyrins2005

    • Author(s)
      Mayer, I., Nakamura, K., Srinivasan, A., Furuta, H., Araki, K.
    • Journal Title

      J. Porphyrin Phthalocyanin. 9

      Pages: 813-820

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] N-Confused Porphine2005

    • Author(s)
      Morimoto, T. et al.
    • Journal Title

      European Journal of Organic Chemistry 18

      Pages: 3887-3890

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Confusion Approach in the Porphyrinoid Chemistry2005

    • Author(s)
      Srinivasan, A. et al.
    • Journal Title

      Accounts of Chemical Research 38・1

      Pages: 10-20

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Recent Development of A Porphyrin Mutant-N-Confused Porphyrin2005

    • Author(s)
      Ishizuka, T. et al.
    • Journal Title

      Journal of Organosynthetic Chemistry (Yuki Gosei Kagaku Kyokaishi) 63・3

      Pages: 211-221

    • Related Report
      2005 Annual Research Report
  • [Journal Article] N-Fused Pentaphyrins and Their Rhodium Complexes : Oxidation-Induced Rhodium Rearrangement2005

    • Author(s)
      Mori, S. et al.
    • Journal Title

      Chemistry- A European Journal 11・8

      Pages: 2417-2425

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Rhenium Complexes of N-methyl N-Confused Porphyrin and Its Normal Isomer.2005

    • Author(s)
      Toganoh, M. et al.
    • Journal Title

      Chemistry Letters 34・7

      Pages: 1034-1035

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Re(VII) Complex of N-Fused Tetraphenylporphyrin2005

    • Author(s)
      Toganoh, M. et al.
    • Journal Title

      Chemical Communications 36

      Pages: 4589-4591

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Anion Binding Properties of N-Confused Porphyrins at the Peripheral Nitrogen2004

    • Author(s)
      Hiromitsu MAEDA
    • Journal Title

      Journal of Inclusion Phenomena and Macrocyclic Chemistry 49

      Pages: 33-36

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Doubly N-Fused Pentaphyrin2004

    • Author(s)
      Alagar SRINIVASAN
    • Journal Title

      Angewandte Chemie International Edition 43

      Pages: 876-879

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Synthesis of A_2B_2 Type cis-Doubly N-Confused Porphyrins from N-Confused Dipyrromethanes2004

    • Author(s)
      Hiromitsu MAEDA
    • Journal Title

      Tetrahedron 60

      Pages: 2427-2432

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Structures and Ligand Exchange of N-Confused Porphyrin Complexes with Group 12 Metals2004

    • Author(s)
      Hiroyuki FURUTA
    • Journal Title

      Inorganic Chemistry 43

      Pages: 1618-1624

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Photochemistry of Doubly N-Confused Porphyrin Bonded to Non-Conventional High Oxidation State Ag(III) and Cu(III) Ions2004

    • Author(s)
      Fabio M.ENGELMANN
    • Journal Title

      Journal of Photochemistry and Photobiology A: Chemistry 163

      Pages: 403-411

    • Related Report
      2004 Annual Research Report
  • [Journal Article] N-confused Porphyrins as New Scaffolds for Supramolecular Architecture2004

    • Author(s)
      Hiromitsu MAEDA
    • Journal Title

      Journal of Porphyrins and Phthalocyanins 8

      Pages: 67-76

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Doubly N-Confused Pentaphyrins2004

    • Author(s)
      Algar SRINIVASAN
    • Journal Title

      Angewandte Chemic International Edition 43

      Pages: 2951-2955

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Inverted N-Confused Porphyrin Dimer2004

    • Author(s)
      Tomoya ISHIZUKA
    • Journal Title

      Angewandte Chemic International Edition 43

      Pages: 5077-5081

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Synthesis and Properties of Rhenium Tricarbonyl Complex Bearing N-Fused Tetraphenylporphyrin Ligand2004

    • Author(s)
      Motoki TOGANOH
    • Journal Title

      Chemical Communications

      Pages: 2464-2465

    • Related Report
      2004 Annual Research Report
  • [Book] 「ポルフィリンおよびフラーレンを基体とする超分子連結分子の合成」(分担)「ナノマテリアルハンドブック」(国武豊喜監修)2005

    • Author(s)
      戸叶基樹, 他
    • Publisher
      エヌ・ティ・エス
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Book] ポルフィリンおよびフラーレンを基体とする超分子連結分子の合成(分担) ナノマテリアルハンドブック(国武豊喜監修)2005

    • Author(s)
      戸叶基樹, 他
    • Publisher
      エヌ・ティ・エス
    • Related Report
      2005 Annual Research Report

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Published: 2004-04-01   Modified: 2016-04-21  

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