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Synthesis of functional molecules by utilizing feature of bicyclic framework and exploration of thier novel properties

Research Project

Project/Area Number 15K17825
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionEhime University

Principal Investigator

Mori Shigeki  愛媛大学, 学術支援センター, 助教 (30572028)

Project Period (FY) 2015-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2017: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2016: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywordsπ-共役化合物 / ポルフィリン / 二環性骨格 / 単結晶X線構造解析 / Diels-Alder反応 / 希土類金属錯体 / 積層型金属錯体 / 包摂錯体
Outline of Final Research Achievements

In this study, we synthesized novel functional compounds by utilizing two features of bicyclic skeleton (structural rigidity and skeletal transformation), and investigated their properties.
1) We succeeded in synthesizing the molecule tweezers in which the bicyclic moiety is [2.2.1] type (norbornadiene, NBD), and clarifying the inclusion behavior with C60, C70.
2) We have synthesized benzoporphyrin triple-decker type rare earth metal complex in which the number of fused benzene rings is increased to 2 (2 isomers) and 3, 4, respectively. Their yields was improved to 70% or more. The structure of the obtained metal complex was determined by X-ray crystal structure analysis.

Report

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

    (35 results)

All 2018 2017 2016 2015

All Journal Article (19 results) (of which Int'l Joint Research: 8 results,  Peer Reviewed: 19 results,  Acknowledgement Compliant: 7 results,  Open Access: 1 results) Presentation (16 results) (of which Int'l Joint Research: 4 results,  Invited: 2 results)

  • [Journal Article] Donor-acceptor type A2B2 porphyrins: synthesis, energy transfer, computational and electro- chemical studies2017

    • Author(s)
      Sudipta Das, Haamid R. Bhat, Naresh Balsukuri, Prakash C. Jha, Yutaka Hisamune, Masatoshi Ishida, Hiroyuki Furuta, Shigeki Mori and Iti Gupta
    • Journal Title

      Inorganic Chemistry Frontiers

      Volume: 4 Issue: 4 Pages: 618-638

    • DOI

      10.1039/c6qi00558f

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthesis and crystal structure of pyrroloquinoline quinol (PQQH2) and pyrroloquinoline quinone (PQQ)2017

    • Author(s)
      Ikemoto Kazuto、Mori Shigeki、Mukai Kazuo
    • Journal Title

      Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials

      Volume: 73 Issue: 3 Pages: 489-497

    • DOI

      10.1107/s2052520617002281

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Crystal Structure of a Six-coordinated [5,10,15,20-Tetrakis(2,4,6-trimethylphenyl)porphyrinato-<i>k</i><sup>4</sup><i>N</i>]iron(III) Complex with Two 3,5-Dimethylpyridine <i>N</i>-Oxides2017

    • Author(s)
      Ide Yuki、Hosoda Haruka、Ishimae Hiroki、Mori Shigeki、Ikeue Takahisa
    • Journal Title

      X-ray Structure Analysis Online

      Volume: 33 Issue: 0 Pages: 49-51

    • DOI

      10.2116/xraystruct.33.49

    • NAID

      130005951866

    • ISSN
      1883-3578
    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Properties of Bicyclo[2.2.2]octadiene- and Benzene-fusing Bis(thiaporphyrin)s2017

    • Author(s)
      Uno Hidemitsu、 Tagawa Kazunari、 Mori Shigeki、 Okujima Tetsuo、 Takase Masayoshi、 Nakae Takahiro
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 12 Issue: 12 Pages: 1375-1381

    • DOI

      10.1246/bcsj.20170257

    • NAID

      130006250398

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Spin-crossover between high-spin (S=5/2) and low-spin (S=1/2) states in six-coordinate iron(III) porphyrins having two pyridine-N oxide derivatives2017

    • Author(s)
      Y. Ide, N. Murai, H. Ishimae, M. Suzuki, S. Mori, M. Takahashi, M. Nakamura, K. Yoshimi, T. Ikeue
    • Journal Title

      Dalton Trans.

      Volume: 46 Issue: 1 Pages: 242-249

    • DOI

      10.1039/c6dt03859j

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Diethyl N,N'-dimethylpyrrol[3,4-f]isoindole-1,7-dicarboxylate as a 14π-electronic aromatic compound with two azomethine-ylide moieties2017

    • Author(s)
      S. Hiraoka, H. Tahara, S. Mori, T Okujima, M. Takase, T. Nakae, and H. Uno
    • Journal Title

      Tetrahedron

      Volume: 73 Issue: 7 Pages: 957-963

    • DOI

      10.1016/j.tet.2017.01.015

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis, Structure, and Optical Studies of Donor-Acceptor-Type Near-Infrared (NIR) Aza-Boron-Dipyrromethene (BODIPY) Dyes2016

    • Author(s)
      Naresh Balsukuri, Mohsin Y. Lone, Prakash C. Jha, Shigeki Mori, Iti Gupta
    • Journal Title

      Chem. Asian J.

      Volume: 11 Issue: 10 Pages: 1572-1587

    • DOI

      10.1002/asia.201600167

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Donor acceptor type ferrocene substituted aza-BODIPYs: Synthesis, optical and electrochemical studies2016

    • Author(s)
      Naresh Balsukuri, Shigeki Mori, Iti Gupta
    • Journal Title

      J. Porphyrins Phthalocyanines

      Volume: 20 Issue: 06 Pages: 719-729

    • DOI

      10.1142/s1088424616500693

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Near-Infrared Phosphorescent Iridium(III) Benzonorrole Complexes Possessing Pyridine-Based Axial Ligands2016

    • Author(s)
      Maurya, Y. K.; Ishikawa, T.; Kawabe, Y.; Ishida, M.; Toganoh, M.; Mori, S.; Yasutake, Y.; Fukatsu, S.; Furuta, H.
    • Journal Title

      Inorg. Chem

      Volume: 55 Issue: 12 Pages: 6223-6230

    • DOI

      10.1021/acs.inorgchem.6b00853

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Template Synthesis of Decaphyrin without Meso-Bridges: Cyclo[10]pyrrole2016

    • Author(s)
      T. Okujima, C. Ando, S. Agrawal, H. Matsumoto, S. Mori, K. Ohara, I. Hisaki, T. Nakae, M. Takase, H. Uno, and N. Kobayashi
    • Journal Title

      journal of the American Chemical Society

      Volume: 138 Issue: 24 Pages: 7540-7543

    • DOI

      10.1021/jacs.6b04941

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis of cyclo[8]pyrrole-polyoxometalate double-decker complex2016

    • Author(s)
      T. Okujima, H. Matsumoto, S. Mori, T. Nakae, M. Takase, and H. Uno
    • Journal Title

      Tetrahedron Lett.

      Volume: 57 Issue: 29 Pages: 3160-3162

    • DOI

      10.1016/j.tetlet.2016.06.021

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] A novel isoindole-containing polyaromatic hydrocarbon unexpectedly formed during the synthesis of meso-2,6-dichlorophenyl-substituted tribenzosubporphyrin2016

    • Author(s)
      Yuta Shiina, Hideaki Karasaki, Shigeki Mori, Nagao Kobayashi, Hiroyuki Furuta, Soji Shimizu
    • Journal Title

      Journal of Porphyrins and Phthalocyanines

      Volume: 20 Issue: 08n11 Pages: 1049-1054

    • DOI

      10.1142/s1088424616500541

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis of Hexagonal Shape-Persistent Cyclophane with D2h Symmetry2016

    • Author(s)
      Kazunari Tagawa, Shigeki Mori, Masayoshi Takase, Tetsuo Okujima, Ichiro Hisaki, Hidemitsu Uno
    • Journal Title

      Tetrahedron Lett.

      Volume: 57 Issue: 36 Pages: 4079-4081

    • DOI

      10.1016/j.tetlet.2016.07.086

    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Journal Article] Supramolecular Dimeric Structures of Pyrazole-containing Meso-Oxo Carbaphlorin Analogues2016

    • Author(s)
      Ishida, M.; Fujimoto, H.; Morimoto, T.; Mori, S.; Toganoh, M.; Shimizu, S.; Furuta, H.
    • Journal Title

      Supramol. Chem.

      Volume: 28 Issue: 1 Pages: 8-16

    • DOI

      10.1080/10610278.2016.1158408

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Design and synthesis of BODIPY-clickate based Hg2+ sensors: the effect of triazole binding mode with Hg2+ on signal transduction2016

    • Author(s)
      Mani Vedamalai, Dhaval Kedaria, Rajesh Vasita, Shigeki Mori, Iti Gupta
    • Journal Title

      Dalton Trans.

      Volume: 45 Issue: 6 Pages: 2700-2708

    • DOI

      10.1039/c5dt04042f

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Near-infrared luminescent Sn(IV) complexes of N-confused tetraphenylporphyrin: Effect of axial anion coordination2015

    • Author(s)
      Arghya Basu, Motoki Kitamura, Shigeki Mori, Masatoshi Ishida, Yongshu Xie, Hiroyuki Furuta
    • Journal Title

      J. Porphyrins Phthalocyanines

      Volume: 19 Issue: 01-03 Pages: 361-371

    • DOI

      10.1142/s1088424615500212

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Stable π-Radical from a Contracted Doubly N-Confused Hexaphyrin by Bis-Palladium Metallation2015

    • Author(s)
      Y. Hisamune, K. Nishimura, K. Isakari, M. Ishida, S. Mori, Satoru. Karasawa, T. Kato, Sangsu L., D.Kim, and H. Furuta,
    • Journal Title

      Angew. Chem., Int. Ed. Engl.

      Volume: 54 Issue: 25 Pages: 7323-7327

    • DOI

      10.1002/anie.201502285

    • Related Report
      2015 Research-status Report
    • Peer Reviewed
  • [Journal Article] Bridged Bis-BODIPYs: their synthesis, structures and properties2015

    • Author(s)
      Praseetha E. Kesavan, Sudipta Das, Mohsin Y Lone, Prakash Chandra Jha, Shigeki Mori, Iti Gupta
    • Journal Title

      Dalton Trans.

      Volume: 44 Issue: 39 Pages: 17209-17221

    • DOI

      10.1039/c5dt01925g

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Benzo[c,d]indole-Containing Aza-BODIPY Dyes: Asymmetrization-Induced Solid-State Emission and Aggregation-Induced Emission Enhancement as New Properties of a Well-Known Chromophore2015

    • Author(s)
      Soji Shimizu, Ai Murayama, Takuya Haruyama, Taku Iino, Shigeki Mori, Hiroyuki Furuta, Nagao Kobayashi
    • Journal Title

      Chem. Eur. J.

      Volume: 21 Issue: 37 Pages: 12996-13003

    • DOI

      10.1002/chem.201501464

    • Related Report
      2015 Research-status Report
    • Peer Reviewed
  • [Presentation] Synthesis, Characterization, and Inclusion Behavior of Bisporphyrin with Two BCOD Units2018

    • Author(s)
      Shigeki Mori, Naoki Kawamoto, Masayoshi Takase, Tetsuo Okujima, Hidemitsu Uno
    • Organizer
      International Congress on Pure & Applied Chemistry (ICPAC) 2018
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 新規ポルフィリン積層型希土類金属錯体の合成2018

    • Author(s)
      宮本 侃, 小林 朋広, 森 重樹, 髙瀬 雅祥, 奥島 鉄雄, 宇野 英満
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] クリセン型連結部位を有するポルフィリン二量体の光学分割の検討2018

    • Author(s)
      秋成 諒哉, 河本 直樹, 森 重樹, 髙瀬 雅祥, 奥島 鉄雄, 宇野 英満
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 二環性骨格の特性を活かした共役系化合物の合成と性質2017

    • Author(s)
      森 重樹
    • Organizer
      構造有機化学若手研究者・研究会2017
    • Related Report
      2017 Annual Research Report
  • [Presentation] 積層型ベンゾポルフィリン希土類金属錯体の合成と1H NMRによる回転挙動の解明2017

    • Author(s)
      宮本 侃, 小林 朋広, 森 重樹, 髙瀬 雅祥, 奥島 鉄雄, 宇野 英満
    • Organizer
      2017ハロゲン利用ミニシンポジウム(第10回臭素化学懇話会年会)
    • Related Report
      2017 Annual Research Report
  • [Presentation] ベンゾポルフィリン希土類錯体の合成と物性評価2016

    • Author(s)
      小林朋広, 森 重樹, 髙瀬雅祥, 奥島鉄雄, 宇野英満
    • Organizer
      日本化学会中国四国支部大会
    • Place of Presentation
      香川大学(香川県・高松)
    • Year and Date
      2016-11-05
    • Related Report
      2016 Research-status Report
  • [Presentation] Synthesis and Properties of Bisporphyrins with Two Bicyclic Units2016

    • Author(s)
      Shigeki Mori, Naoki Kawamoto, Masayoshi Takase, Tetsuo Okujima, Hidemitsu Uno
    • Organizer
      International Conference on Porphyrin and Phthalocyaninenes (ICPP-9)
    • Place of Presentation
      Nanjing (China)
    • Year and Date
      2016-07-03
    • Related Report
      2016 Research-status Report
  • [Presentation] ノルボルナジエン骨格を有するピンセット型分子の合成及びフラーレン類との錯体形成挙動の評価2016

    • Author(s)
      竹花諒介, 森 重樹, 高瀬雅祥, 奥島鉄雄, 宇野英満
    • Organizer
      第14回ホスト・ゲスト化学シンポジウム HGCS2016
    • Place of Presentation
      高知城ホール(高知県・高知)
    • Year and Date
      2016-06-04
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] ベンゾポルフィリン希土類金属錯体の合成と物性評価2016

    • Author(s)
      小林朋広, 森 重樹, 髙瀬雅祥, 奥島鉄雄, 宇野英満
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      同志社大学(京都府・京田辺市)
    • Year and Date
      2016-03-24
    • Related Report
      2015 Research-status Report
  • [Presentation] Synthesis and properties of bisporphyrin connected by chrysene-like bridge with two bicyclic skeletons2015

    • Author(s)
      Shigeki Mori, Naoki Kawamoto, Tetsuo Okujima, Hidemitsu Uno
    • Organizer
      The International Chemical Congress of Pacific Basin Societies (PACIFICHEM2015)
    • Place of Presentation
      Honolulu, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] 二環性骨格を有するクリセン型架橋ポルフィリン二量体の性質とキラル分割2015

    • Author(s)
      森 重樹, 河本直樹, 髙瀬雅祥, 奥島鉄雄, 宇野英満
    • Organizer
      第42回有機典型元素化学討論会
    • Place of Presentation
      名古屋大学(愛知県・名古屋市)
    • Year and Date
      2015-12-03
    • Related Report
      2015 Research-status Report
  • [Presentation] ベンゾポルフィリン希土類金属錯体の合成2015

    • Author(s)
      小林朋広, 森 重樹, 奥島鉄雄, 髙瀬雅祥, 宇野英満
    • Organizer
      第42回有機典型元素化学討論会
    • Place of Presentation
      名古屋大学(愛知県・名古屋市)
    • Year and Date
      2015-12-03
    • Related Report
      2015 Research-status Report
  • [Presentation] ベンゾポルフィリン希土類金属錯体の合成2015

    • Author(s)
      小林朋広, 森 重樹, 奥島鉄雄, 髙瀬雅祥, 宇野英満
    • Organizer
      第26回基礎有機化学討論会
    • Place of Presentation
      愛媛大学、松山大学(愛媛県・松山市)
    • Year and Date
      2015-09-24
    • Related Report
      2015 Research-status Report
  • [Presentation] Substituents Introduction into Porphyrin Peripherals by Diels-Alder Reaction2015

    • Author(s)
      Shigeki Mori, Tomoko Yoshinouchi, Tetsuo Okujima, Masayoshi Takase, Hidemitsu Uno
    • Organizer
      International Workshop of Molecular Architectonics (IWMA2015)
    • Place of Presentation
      Shiretoko Grand Hotel "Kita-Kobushi", Shiretoko
    • Year and Date
      2015-08-03
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] ベンゾポルフィリンLa錯体の合成2015

    • Author(s)
      小林朋広, 森 重樹, 奥島鉄雄, 宇野英満
    • Organizer
      第82回日本分析化学会有機微量分析研究懇談会
    • Place of Presentation
      愛媛大学(愛媛県・松山市)
    • Year and Date
      2015-05-28
    • Related Report
      2015 Research-status Report
  • [Presentation] 二環性骨格の特性を活かしたポルフィリン類の合成と性質2015

    • Author(s)
      森 重樹
    • Organizer
      第8回 中国四国地区錯体化学研究会
    • Place of Presentation
      島根大学(島根県・松江市)
    • Year and Date
      2015-04-25
    • Related Report
      2015 Research-status Report
    • Invited

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Published: 2015-04-16   Modified: 2019-03-29  

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