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Creation of Multifunctional Molecular Assembly from Macrocyclic Conjugated Systems

Research Project

Project/Area Number 26288040
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypePartial Multi-year Fund
Section一般
Research Field Functional solid state chemistry
Research InstitutionTokyo Metropolitan University

Principal Investigator

Iyoda Masahiko  首都大学東京, 理工学研究科, 客員教授 (50115995)

Co-Investigator(Kenkyū-buntansha) 大谷 裕之  横浜国立大学, 大学院環境情報研究院, 教授 (30213763)
Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥16,900,000 (Direct Cost: ¥13,000,000、Indirect Cost: ¥3,900,000)
Fiscal Year 2016: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
Fiscal Year 2015: ¥5,590,000 (Direct Cost: ¥4,300,000、Indirect Cost: ¥1,290,000)
Fiscal Year 2014: ¥8,060,000 (Direct Cost: ¥6,200,000、Indirect Cost: ¥1,860,000)
Keywords超分子機能材料 / ナノ集積体 / 土星型C60錯体 / 有機超分子集積体 / 環状オリゴチオフェン / 超分子
Outline of Final Research Achievements

In this research works, we have constructed novel self-assembled nanostructures of organic pi-electron systems and investigated their functional properties and nanosized effects. Thus, soft structures of Saturn-like complexes were employed as self-assembled mono- and bilayers between an organic solution and graphite to investigate rectification characteristics. Furthermore, we explored novel vapochromic behavior with vapor-induced quasi-reversible shape change of nanofibers of macrocyclic oligothiophenes.

Report

(4 results)
  • 2017 Final Research Report ( PDF )
  • 2016 Annual Research Report
  • 2015 Annual Research Report
  • 2014 Annual Research Report
  • Research Products

    (27 results)

All 2018 2017 2016 2015 2014 Other

All Journal Article (18 results) (of which Int'l Joint Research: 7 results,  Peer Reviewed: 18 results,  Open Access: 2 results,  Acknowledgement Compliant: 11 results) Presentation (5 results) (of which Int'l Joint Research: 1 results,  Invited: 3 results) Book (2 results) Remarks (2 results)

  • [Journal Article] 10-Mesityl-1,8-diphenylanthracene Dimer. Synthesis, Structure, and Properties2018

    • Author(s)
      A. Shirai, H. Sano, Y. Nakamura, M. Takashika, H. Otani, M. Hasegawa, S. Kato, M. Iyoda
    • Journal Title

      J. Org. Chem.

      Volume: 83 Issue: 7 Pages: 3857-3863

    • DOI

      10.1021/acs.joc.8b00200

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Saturn-like Complex Composed of Macrocyclic Oligothiophene and [60]fullerene: Structure, Stability, and Photophysical Properties in Solution and the Solid State2018

    • Author(s)
      Hideyuki Shimizu, Kyu Hyung Park, Hiroyuki Otani, Shinobu Aoyagi, Tohru Nishinaga, Yoshio Aso, Dongho Kim, Masahiko Iyoda
    • Journal Title

      Chem. Eur. J.

      Volume: 24 Issue: 15 Pages: 3793-3801

    • DOI

      10.1002/chem.201705565

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Pentadecaphenylenes: synthesis, self-assembly and complexation with fullerene C602017

    • Author(s)
      M. J. Rahman, H. Shimizu, M. Hasegawa, M. Iyoda
    • Journal Title

      Org. Chem. Frontiers

      Volume: 4 Issue: 5 Pages: 882-890

    • DOI

      10.1039/c7qo00258k

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Templated bilayer self-assembly of fully conjugated pi-expanded macrocyclic oligothiophenes complexed with fullerenes2017

    • Author(s)
      J. D. Cojal González, M. Iyoda, J. P. Rabe
    • Journal Title

      Nature Commun.

      Volume: 8 Issue: 1 Pages: 14717-14717

    • DOI

      10.1038/ncomms14717

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Structures and Properties of Saturn-Like Complexes Composed of Oligothiophene Macrocycle with Methano[60]fullerene and [70]Fullerene2017

    • Author(s)
      Masahiko Iyoda, Hideyuki Shimizu, Shinobu Aoyagi, Hiroshi Okada, Biao Zhou, Yutaka Matsuo
    • Journal Title

      Can. J. Chem.

      Volume: 95 Issue: 3 Pages: 315-319

    • DOI

      10.1139/cjc-2016-0461

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Star-shaped Tetrathiafulvalene Oligomers Towards the Construction of Conducting Supramolecular Assembly2015

    • Author(s)
      M. Iyoda, M. Hasegawa
    • Journal Title

      Beilstein J. Org. Chem.

      Volume: 11 Pages: 1596-1613

    • DOI

      10.3762/bjoc.11.175

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] The Role of Linkers in the Excited-State Dynamic Planarization Processes of Macrocyclic Oligothiophene 12-Mers2015

    • Author(s)
      W. Kim, J. Sung, K. H. Park, H. Shimizu, M. Imamura, M. Han, E. Sim, M. Iyoda, D. Kim
    • Journal Title

      J. Phys. Chem. Lett.

      Volume: 6 Issue: 21 Pages: 4444-4450

    • DOI

      10.1021/acs.jpclett.5b02189

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Excited-state Dynamic Planarization of Cyclic Oligothiophenes in the Vicinity of Ring-to-Linear Behavioral Turning Point2015

    • Author(s)
      K. H. Park, P. Kim, W. Kim, H. Shimizu, M. Han, E. Sim, M. Iyoda, D. Kim
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 54 Issue: 43 Pages: 12711-12715

    • DOI

      10.1002/anie.201504588

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Multifunctional pi-expanded oligothiophene macrocycles2015

    • Author(s)
      M. Iyoda, H. Shimizu
    • Journal Title

      Chem. Soc. Rev.

      Volume: 44 Pages: 6411-6424

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis, Structures, and Photophysical Properties of pi-Expanded Oligothiophene 8-Mers and Their Saturn-like C60 Complexes2015

    • Author(s)
      H. Shimizu, J. D. Cojal González, M. Hasegawa, T. Nishinaga, T. Haque, M. Takase, H. Otani, J. P. Rabe, M. Iyoda
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 137 Pages: 3877-3885

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Bent pi-Conjugated Systems Composed of Three Dimensional Benzoannulenes2015

    • Author(s)
      T. Nishiuchi, M. Iyoda
    • Journal Title

      Chem. Rec.

      Volume: 15 Pages: 329-346

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Relationship between Dynamic Planarization Processes and Exciton Delocalization in Cyclic Oligothiophenes2015

    • Author(s)
      P. Kim, K. H. Park, W. Kim, T. Tamachi, M. Iyoda, D. Kim
    • Journal Title

      J. Phys. Chem. Lett.

      Volume: 6 Issue: 3 Pages: 451-456

    • DOI

      10.1021/jz502395z

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Inhomogeneity in the Excited-State Torsional Disorder of a Conjugated Macrocycle2015

    • Author(s)
      J. Yang, S. Ham, T.-W. Kim, K. H. Park, K. Nakao, H. Shimizu, M. Iyoda, D. Kim
    • Journal Title

      J. Phys. Chem. B

      Volume: 119 Issue: 10 Pages: 4116-4126

    • DOI

      10.1021/jp5123689

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis, Structures, and Photophysical Properties of pi-Expanded Oligothiophene 8-Mers and Their Saturn-like C60 Complexes2015

    • Author(s)
      Hideyuki Shimizu, Jose D. Cojal Gonzalez, Masashi Hasegawa, Tohru Nishinaga, Tahmina Haque, Masayoshi Takase, Hiroyuki Otani, Jurgen P. Rabe, Masahiko Iyoda
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 137 Issue: 11 Pages: 3877-3885

    • DOI

      10.1021/jacs.5b00291

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Multifunctional π-Expanded Macrocyclic Oligothiophene 6-Mers and Related Macrocyclic Oligomers2014

    • Author(s)
      Iyoda, M.; Tanaka, K.; Shimizu, H.; Hasegawa, M.; Nishinaga, T.; Nishiuchi, T.; Kunugi, Y.; Ishida, T.; Otani, H.; Sato, H.; Inukai, K.; Tahara, K.; Tobe, Y.
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 136 Issue: 6 Pages: 2389-2396

    • DOI

      10.1021/ja4101744

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Additive Electron Pathway and Non-additive Molecular Conductance by Using a Multipodal Bridging Compound2014

    • Author(s)
      M. Kiguchi, Y. Takahashi, S. Fujii, M. Takase, T. Narita, M. Iyoda, M. Horikawa, Y. Naitoh, H. Nakamura
    • Journal Title

      J. Phys. Chem. C

      Volume: 118 Issue: 10 Pages: 5275-5283

    • DOI

      10.1021/jp4100262

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Bent pi-Surface System Composed of Two Dibenzocyclooctatetraene Units: Multifunctional Properties of Dynamic Molecular Tweezers in Solution and the Solid State2014

    • Author(s)
      T. Nishiuchi, M. Iyoda
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 87 Issue: 9 Pages: 960-973

    • DOI

      10.1246/bcsj.20140135

    • NAID

      130004153316

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis of a Trinuclear Tropolone-Palladium(II) Macrocycle and its C60 Inclusion Properties2014

    • Author(s)
      H. Otani, C. Sumi, H. Shimizu, M. Hasegawa, M. Iyoda
    • Journal Title

      Chem. Lett.

      Volume: 43 Issue: 11 Pages: 1710-1712

    • DOI

      10.1246/cl.140638

    • NAID

      130004677593

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 大環状オリゴチオフェン6量体の固体構造、ベイポクロミズム、および可逆な形状変化2017

    • Author(s)
      高鹿聖崇、苅谷和佳奈、清水秀幸、長谷川真士、青柳忍、大谷裕之、伊與田正彦
    • Organizer
      第44回有機典型元素化学討論会
    • Related Report
      2016 Annual Research Report
  • [Presentation] フェニル置換大環状オリゴチオフェン6量体の示す特異なモルフォロジーと機能2017

    • Author(s)
      高鹿聖崇、苅谷和佳奈、大谷裕之、長谷川真士、伊與田正彦
    • Organizer
      第28回基礎有機化学討論会
    • Related Report
      2016 Annual Research Report
  • [Presentation] 新しい構造と物性を有する有機π電子系の研究2015

    • Author(s)
      伊與田正彦
    • Organizer
      第26回基礎有機化学討論会
    • Place of Presentation
      愛媛大学(愛媛県・松山市)
    • Year and Date
      2015-09-24
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] Synthesis and Photochromic Properties of Macrocyclic Oligothiophehe 8-Mers2015

    • Author(s)
      Masahiko Iyoda
    • Organizer
      ISNA-16
    • Place of Presentation
      Madrid(Spain)
    • Year and Date
      2015-07-05
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis, Structures, and Unique Photophysical Properties of pi-Expanded Oligothiophehe 8-Mer and its Saturn-like C60 Complex2014

    • Author(s)
      M/ Iyoda, H. Shimizu, T. Haque, M. Hasegawa, T. Nishinagaa
    • Organizer
      13th Eurasia Conference on Chemical Sciences
    • Place of Presentation
      Bangalore, India
    • Year and Date
      2014-12-14 – 2014-12-18
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Book] Tetrathiafulvalene: A Redox Unit for Functional Materials and a Bilding Block for Supramolecular Self-Assembly2016

    • Author(s)
      M. Hasegawa, M. Iyoda
    • Publisher
      Wiley-VCH
    • ISBN
      9781118858745
    • Related Report
      2016 Annual Research Report
  • [Book] Organic Redox Systems2015

    • Author(s)
      M. Hasegawa, M. Iyoda
    • Total Pages
      41
    • Publisher
      Wiley-VCH
    • Related Report
      2015 Annual Research Report
  • [Remarks] 伊與田研究室

    • URL

      http://www.comp.tmu.ac.jp/iyoda/

    • Related Report
      2015 Annual Research Report
  • [Remarks] 首都大学東京伊與田研究室

    • URL

      http://www.comp.tmu.ac.jp/iyoda/

    • Related Report
      2014 Annual Research Report

URL: 

Published: 2014-04-04   Modified: 2019-03-29  

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