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Development and Evaluation of NMR-Qubit Molecules by Reduction of Symmetry

Research Project

Project/Area Number 23655173
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Functional materials/Devices
Research InstitutionTokyo Institute of Technology

Principal Investigator

ITO Shigekazu  東京工業大学, 理工学研究科, 准教授 (00312538)

Project Period (FY) 2011-04-28 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2013: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2012: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2011: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywords量子コンピューター / 合成化学 / 核磁気共鳴 / 低配位リン化合物 / 核スピン / 立体化学 / 計算化学 / 立体効果 / 立体配座 / 量子コンピュータ
Outline of Final Research Achievements

Quantum computer is an information processing technique based on the entanglement of quantum mechanics. In this study, we attempted to develop novel and practical NMR-qubit molecules containing 31P nucleus by utilizing synthetic chemistry. We developed the stereoselective synthesis of phosphaalkenes and the P=P cleavage reaction providing the various organophosphorus compounds bearing the non-equivalent (sp2-)phosphorus atoms. These low coordinated phosphorus compounds exhibited the suitable NMR properties to the quantum information processing. The newly developed phosphorus compounds can be utilized as ligands of metal-complexes, which enable to multiply the number of quibits.

Report

(5 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • 2012 Research-status Report
  • 2011 Research-status Report
  • Research Products

    (52 results)

All 2015 2014 2013 2012 2011

All Journal Article (20 results) (of which Peer Reviewed: 19 results,  Open Access: 2 results,  Acknowledgement Compliant: 2 results) Presentation (32 results)

  • [Journal Article] Direct alpha-Siladifluoromethylation of Lithium Enolates with Ruppert-Prakash Reagent via C-F Bond Activation2014

    • Author(s)
      R. Hashimoto, T. Iida, K. Aikawa, S. Ito, K. Mikami
    • Journal Title

      Chem. Eur. J.

      Volume: 20 Issue: 10 Pages: 2750-2754

    • DOI

      10.1002/chem.201304473

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Paradigm Shift from Alkaline (Earth) Metals to Early Transition Metals in Metalorganofluorine Chemistry: Perfluoroalkyl Titanocene(III) Reagents in situ Prepared via Not Titanocene(II) but Titanocene(III) Species2014

    • Author(s)
      M. Fujiu, R. Hashimoto, Y. Nakamura, K. Aikawa, S. Ito, K. Mikami
    • Journal Title

      Cehm. Eur. J.

      Volume: 20 Issue: 8 Pages: 2382-2386

    • DOI

      10.1002/chem.201303089

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Theoretical Studies on the Intramolecular Cyclization of 2,4,6-t-Bu3C6H2P=C: and Effects of Conjugation between the P=C and Aromatic Moieties2014

    • Author(s)
      M. Yoshifuji, S. Ito
    • Journal Title

      Beilstein J. Org. Chem.

      Volume: 10 Pages: 1032-1036

    • DOI

      10.3762/bjoc.10.103

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Preparation via Sterically Promoted SN2’ Substitution and Structural Characteristics of a Mes*-Substituted Tertiary Ethynylphosphine2014

    • Author(s)
      S. Ito, M. Nanko, K. Mikami
    • Journal Title

      Heteroatom Chem.

      Volume: 25 Issue: 5 Pages: 422-427

    • DOI

      10.1002/hc.21182

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] π-Extended DPCB for Activation-Free Homogeneous Gold Catalysis2014

    • Author(s)
      S. Ito, M. Nanko, K. Mikami
    • Journal Title

      ChemCatChem

      Volume: 6 Issue: 8 Pages: 2292-2297

    • DOI

      10.1002/cctc.201402158

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Formation of Phosphanoxy-Substituted Phosphaalkenes via Serically Promoted Cleavage of the P=P Diphosphene Bond2014

    • Author(s)
      S. Ito, S. Okabe, Y. Ueta, K. Mikami,
    • Journal Title

      Chem. Commun.

      Volume: 50 Issue: 65 Pages: 9204-9206

    • DOI

      10.1039/c4cc03274h

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Trang Thi Thu Ngo Koichi Mikami, Silyl Effects on 1,3-Diphospha- cyclobutane-2,4-diyl: Ring-Opening of Tetra- hydrofuran and Promotion of Reductive P-C Cleavage2013

    • Author(s)
      Shigekazu Ito
    • Journal Title

      Chem.Asian J.

      Volume: Vol.8 Issue: 9 Pages: 1976-1980

    • DOI

      10.1002/asia.201300564

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Through-space Electrostatic Interaction between the Electron-donating 1,3-Diphospha- cyclobutane-2,4-diyl Units2013

    • Author(s)
      Shigekazu Ito, Makoto Kobayashi, Koichi Mikami
    • Journal Title

      Org. Lett.

      Volume: Vol. 15 Issue: 13 Pages: 3404-3407

    • DOI

      10.1021/ol401456h

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Stereoselective Synthesis, Structural Aspects, and NMR Properties of Stable C-Fluorinated Phosphaalkenes2013

    • Author(s)
      S. Ito, T. Nakagawa, K. Mikami
    • Journal Title

      Chem. Commun.

      Volume: 49 Issue: 80 Pages: 9221-9223

    • DOI

      10.1039/c3cc45237a

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Direct Arylations for Study of the Air-Stable P-Heterocyclic Biradical: From Wide Electronic Tuning to Characterization of the Localized Radicalic Electrons2013

    • Author(s)
      S. Ito, Y. Ueta, T. T. T. Ngo, M. Kobayashi, D. Hashizume, J.-i. Nishida, Y. Yamashita, K. Mikami
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 135 Issue: 46 Pages: 17610-17616

    • DOI

      10.1021/ja409625x

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Phosphorus Version of the Fritsch-Buttenberg-Wiechell Reaction2013

    • Author(s)
      M. Yoshifuji, S. Ito
    • Journal Title

      Phosphorus, Sulfur, and Silicon and the Related Elements

      Volume: 188 Issue: 1-3 Pages: 140-145

    • DOI

      10.1080/10426507.2012.743144

    • Related Report
      2013 Research-status Report
  • [Journal Article] Umpolung of Fluoroform by C-F Bond Activation: Direct Difluoromethylation of Lithium Enolates2012

    • Author(s)
      T. Iida, R. Hashimoto, K. Aikawa, S. Ito, K. Mikami
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 51 Issue: 38 Pages: 9535-9538

    • DOI

      10.1002/anie.201203588

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Direct Preparation of Trifluoromethylindium Reagents from Trifluoromethyl Iodide: Effective Trifluoromethylation and Perfluoroalkylation Reagents2012

    • Author(s)
      M. Fujiu, Y. Nakamura, H. Serizawa, K. Aikawa, S. Ito, K. Mikami
    • Journal Title

      Eur. J. Org. Chem.

      Volume: 2012 Issue: 36 Pages: 7043-7047

    • DOI

      10.1002/ejoc.201201116

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Unique molecular distortion in the 2,4,6-tri-t-butylphenyl group2012

    • Author(s)
      S. Ito, H.Miyake, M. Yoshifuji
    • Journal Title

      ARKIVOC

      Volume: 2012 Pages: 6-14

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Spectroscopic and stability studies on unsymmetrical 1,3-dialkyl-1,3- diphosphacyclobutane-2,4-diyls2012

    • Author(s)
      S. Ito, M. Kikuchi, J. Miura, N. Morita, M. Yoshifuji
    • Journal Title

      J. Phys. Org. Chem.

      Volume: 25 Issue: 9 Pages: 733-737

    • DOI

      10.1002/poc.1957

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] New Aspects of 1,3-Diphosphacyclobutane-2,4-diyls2012

    • Author(s)
      M. Yoshifuji, Y. Hirano, G. Schnakenburg, R. Streubel, E. Niecke, S. Ito
    • Journal Title

      Helv. Chim. Acta

      Volume: 95 Issue: 10 Pages: 1723-1729

    • DOI

      10.1002/hlca.201200442

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] 高安定性リン複素環一重項ビラジカルおよび関連分子系の合成と性質2012

    • Author(s)
      伊藤繁和
    • Journal Title

      有機合成化学協会誌

      Volume: 70 Pages: 731-741

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Combination of sp2-and sp3-Type Phosphorus Atoms for Gold Chemistry : Preparation, Structure, and Catalytic Activity of Gold Complexes That Bear Ligated 2-Sily1-1,3-diphosphapropenes2011

    • Author(s)
      S.Ito, L.Zhai, K.Mikami
    • Journal Title

      Chem.Asian J.

      Volume: 6 Issue: 11 Pages: 3077-3083

    • DOI

      10.1002/asia.201100310

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] [2,3]WITTIG REARRANGEMENT OF '-HYDROXYETHYL BISALLYLIC ETHERS : HIGHLY REGIOSPECIFIC ENTRY TO SINGLY DEHYDROXYLATED 19-NOR-1(OR 3),25-DIHYDROXYVITAMIN D32011

    • Author(s)
      K.Mikami, K.Fujita, K.Wakabayashi, S.Ito
    • Journal Title

      Heterocycles

      Volume: 82 Issue: 2 Pages: 1163-1170

    • DOI

      10.3987/com-10-s(e)111

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Intensive NMR Study of 1-t-Butyl-3-methyl- 2,4-bis(2,4,6-tri-t-butylphenyl)- 1,3-diphosphacyclobutane-2,4-diyl2011

    • Author(s)
      M. Yoshifuji, S. T. Osborn, A. J. Arduengo, III, K. A. Belmore, S. Ito
    • Journal Title

      Heteroat. Chem.

      Volume: 22 Pages: 331-338

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Presentation] 開殻リン複素環構造によるHF捕捉2015

    • Author(s)
      植田恭弘、三上幸一、伊藤繁和
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学理工学部(船橋)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] キラル金錯体による触媒的不斉[4+2]環化付加反応の開発およびその反応機構解析2015

    • Author(s)
      南口晋毅、相川光介、伊藤繁和、三上 幸一
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学理工学部(船橋)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] 新規な動的キラルジホスフィン配位子を有する金錯体を用いた触媒的不斉反応の開発2015

    • Author(s)
      三嶋克幸、相川光介、伊藤繁和、三上幸一
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学理工学部(船橋)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] P=P二重結合の開裂反応を利用する新規低配位ホスフィンの合成と性質2014

    • Author(s)
      伊藤繁和、岡部俊介、植田恭弘、三上幸一
    • Organizer
      第68回有機合成化学協会関東支部シンポジウム(新潟シンポジウム)
    • Place of Presentation
      新潟大学(新潟)
    • Year and Date
      2014-11-29 – 2014-11-30
    • Related Report
      2014 Annual Research Report
  • [Presentation] 安定ジホスフェンのP=P開裂を経由する新規ホスファアルケンの生成2014

    • Author(s)
      伊藤繁和、岡部俊介、植田恭弘、三上幸一
    • Organizer
      第41回有機典型元素化学討論会
    • Place of Presentation
      宇部市文化会館(宇部)
    • Year and Date
      2014-11-27 – 2014-11-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] ピリミジンを直接導入した局在型リン複素環ビラジカルの合成と物性2014

    • Author(s)
      植田恭弘、三上幸一、伊藤繁和
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学川内キャンパス(仙台)
    • Year and Date
      2014-09-07 – 2014-09-09
    • Related Report
      2014 Annual Research Report
  • [Presentation] The Air-Stable P-Heterocyclic Singlet Biradical for OFET Devices2014

    • Author(s)
      S. Ito, Y. Ueta, Y. Torihata, K. Mikami
    • Organizer
      International Conference on Phosphorus Chemistry (ICPC2014)
    • Place of Presentation
      Dublin (Ireland)
    • Year and Date
      2014-06-28 – 2014-07-02
    • Related Report
      2014 Annual Research Report
  • [Presentation] Synthesis of Directly Arylated P-Heterocyclic Biradicals by SNAr and Aryne Reactions2014

    • Author(s)
      Y. Ueta, K. Mikami, S. Ito
    • Organizer
      International Conference on Phosphorus Chemistry (ICPC2014)
    • Place of Presentation
      Dublin (Ireland)
    • Year and Date
      2014-06-28 – 2014-07-02
    • Related Report
      2014 Annual Research Report
  • [Presentation] 配位感応型キラリティを示す低配位ホスフィンの立体制御と高活性不斉触媒の開発2014

    • Author(s)
      伊藤繁和
    • Organizer
      感応性化学種が拓く新物質科学 第3回公開シンポジウム
    • Place of Presentation
      つくば国際会議場(つくば)
    • Year and Date
      2014-06-16 – 2014-06-17
    • Related Report
      2014 Annual Research Report
  • [Presentation] Fluoroaryl Techniques for Chemistry of the Air-Stable Localized Biradical2014

    • Author(s)
      S. Ito, Y. Ueta, K. Mikami
    • Organizer
      International Conference on Fluorine Chemistry (ICFC2014)
    • Place of Presentation
      パシフィコ横浜(横浜)
    • Year and Date
      2014-05-28 – 2014-05-30
    • Related Report
      2014 Annual Research Report
  • [Presentation] アラインを用いるリン複素環ビラジカルの構築2014

    • Author(s)
      植田恭弘、三上幸一、伊藤繁和
    • Organizer
      第67回有機合成化学協会関東支部シンポジウム(横浜シンポジウム)
    • Place of Presentation
      慶應義塾大学(横浜)
    • Year and Date
      2014-05-17
    • Related Report
      2014 Annual Research Report
  • [Presentation] アリールメチル基を導入したリン複素環ビラジカルの分子配列制御とFET特性2014

    • Author(s)
      鳥羽田 雄志、三上 幸一、伊藤 繁和
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Research-status Report
  • [Presentation] アラインを用いた芳香環直結型 リン複素環ビラジカルの合成および物性2014

    • Author(s)
      植田 恭弘、三上 幸一、伊藤 繁和
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Research-status Report
  • [Presentation] 直接アリール化を機軸とするリン複素環ビラジカルの物性制御2013

    • Author(s)
      植田 恭弘、三上 幸一、伊藤 繁和
    • Organizer
      第23回基礎有機化学討論会
    • Place of Presentation
      学習院大学(東京都)
    • Related Report
      2013 Research-status Report
  • [Presentation] Effects of P-Aryl Moiety on 1,3-Diphosphacyclobutane-2,4-diyl2013

    • Author(s)
      Shigekazu Ito, Trang Thi Thu Ngo, Yasuhiro Ueta, Koichi Mikami
    • Organizer
      15th Asian Chemical Congress 2013
    • Place of Presentation
      Singapore (Singapore)
    • Related Report
      2013 Research-status Report
  • [Presentation] Crystal Engineering and Spin Control of the Air-Stable Localized Biradical2013

    • Author(s)
      Shigekazu Ito, Yasuhiro Ueta, Trang Thi Thu Ngo, and Koichi Mikami
    • Organizer
      The 8th International Conference on Cutting-Edge Organic Chemistry in Asia
    • Place of Presentation
      Osaka (Japan)
    • Related Report
      2013 Research-status Report
  • [Presentation] ケイ素置換基が誘起するリン複素環ビラジカルの特異反応2013

    • Author(s)
      伊藤 繁和、ゴ チャン ティ トゥ、三上 幸一
    • Organizer
      第40回有機典型元素化学討論会
    • Place of Presentation
      近畿大学(大阪府)
    • Related Report
      2013 Research-status Report
  • [Presentation] トリアジン直結型リン複素環ビラジカル誘導体の合成および物性2013

    • Author(s)
      植田恭弘、三上幸一、伊藤繁和
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス〔滋賀県)
    • Related Report
      2012 Research-status Report
  • [Presentation] DPCB-金錯体におけるカウンターアニオンの効果とキラルアニオンを用いた不斉反応への応用2013

    • Author(s)
      南口晋毅、三上幸一、相川光介、伊藤繁和
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス〔滋賀県)
    • Related Report
      2012 Research-status Report
  • [Presentation] 炭素-フッ素結合活性化を基盤とする金属エノラートに対するα-ジフルオロメチル化反応2013

    • Author(s)
      橋本涼太、飯田稔明、相川光介、伊藤繁和、三上 幸一
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス〔滋賀県)
    • Related Report
      2012 Research-status Report
  • [Presentation] 1,3-ジホスファシクロブタン-2,4-ジイルの結晶多形とFET特性2013

    • Author(s)
      伊藤繁和、小林誠、ゴ チャンティトゥ、植田恭弘、 三上幸一、西田純一、山下敬郎
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス〔滋賀県)
    • Related Report
      2012 Research-status Report
  • [Presentation] リン複素環ビラジカルのスピン多重度制御:含窒素複素環置換基を利用するアプローチ2012

    • Author(s)
      植田恭弘、三上幸一、伊藤繁和
    • Organizer
      第101回有機合成シンポジウム
    • Place of Presentation
      慶應義塾大学薬学部(東京都)
    • Related Report
      2012 Research-status Report
  • [Presentation] 31P-19F Hybrid for NMR Qubit Molecules2012

    • Author(s)
      S. Ito, T. Nakagawa, K. Mikami
    • Organizer
      10th International Conference on Heteroatom Chemistry (ICHAC-10)
    • Place of Presentation
      京都大学化学研究所(京都府)
    • Related Report
      2012 Research-status Report
  • [Presentation] Phosphorus Version of the Fritsch-Buttenberg-Wiechell Rearrangement2012

    • Author(s)
      M. Yoshifuji, S. Ito
    • Organizer
      19th International Conference on Phosphorus Chemistry (ICPC 2012)
    • Place of Presentation
      Rotterdam (The Netherlands)
    • Related Report
      2012 Research-status Report
  • [Presentation] 空間相互作用を示すリン複素環ビラジカル連結体の構築2012

    • Author(s)
      伊藤繁和、小林誠、三上幸一
    • Organizer
      第39回有機典型元素化学討論会
    • Place of Presentation
      いわて県民情報交流センター、盛岡〔岩手県)
    • Related Report
      2012 Research-status Report
  • [Presentation] Tuning Catalytic Activity of Low-Coordinated Phosphaalkene-Gold(I) Complexes2012

    • Author(s)
      M. Nanko, K. Mikami, S. Ito
    • Organizer
      6th International Conference on Gold Science, Technology and Its Applications (Gold 2012)
    • Place of Presentation
      京王プラザホテル、新宿(東京都)
    • Related Report
      2012 Research-status Report
  • [Presentation] 2-フルオロ-1,3-ジホスファプロペン誘導体の合成とNMR解析2011

    • Author(s)
      中川剛史、三上幸一、伊藤繁和
    • Organizer
      第35回フッ素化学討論会
    • Place of Presentation
      岡山大学
    • Related Report
      2011 Research-status Report
  • [Presentation] 金属有機フッ素化学におけるパラダイムシフト2011

    • Author(s)
      藤生 基弘、芹澤 宏希、中村 雄三、橋本 涼太、相川 光介、伊藤 繁和、三上幸一
    • Organizer
      第35回フッ素化学討論会
    • Place of Presentation
      岡山大学
    • Related Report
      2011 Research-status Report
  • [Presentation] ねじれ型DPCB誘導体の合成と触媒活性2011

    • Author(s)
      南口晋毅、 三上幸一 、 伊藤繁和
    • Organizer
      第5回関東支部大会
    • Place of Presentation
      東京農工大学
    • Related Report
      2011 Research-status Report
  • [Presentation] 直鎖状に配列した安定なリン複素環ビラジカルオリゴマーの合成と性質2011

    • Author(s)
      小林誠、三上幸一、伊藤繁和
    • Organizer
      第22回基礎有機化学討論会
    • Place of Presentation
      つくば国際会議場
    • Related Report
      2011 Research-status Report
  • [Presentation] Sulfanyl-Substituted Air-Stable P-Heterocyclic Biradicals2011

    • Author(s)
      伊藤繁和
    • Organizer
      開殻有機分子の合成と電子構造自由度に関する国際ワークショップ
    • Place of Presentation
      大阪 梅田スカイビル
    • Related Report
      2011 Research-status Report
  • [Presentation] フェニル置換対称型リン複素環ビラジカルの合成と性質2011

    • Author(s)
      NGO Trang Thi Thu、三上幸一、伊藤繁和
    • Organizer
      第38回有機典型元素化学討論会
    • Place of Presentation
      石川県立音楽堂邦楽ホール(金沢)
    • Related Report
      2011 Research-status Report

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Published: 2011-08-05   Modified: 2019-07-29  

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