Development of Topological Large Molecules with Specified Structures and Sequence Information

• Project/Area Number: 26620025
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Organic chemistry
• Research Institution: Tokyo Institute of Technology
• Principal Investigator: GOTO KEI 東京工業大学, 理学院, 教授 (70262144)
• Project Period (FY): 2014-04-01 – 2018-03-31
• Project Status: Completed (Fiscal Year 2017)
• Budget Amount: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000); Fiscal Year 2016: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2015: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
• Keywords: 超分子化学 / ロタキサン / ケイ素化合物 / 高配位化合物 / セレネニルスルフィド / 動的共有結合 / 分子シャトル / 高配位ケイ素化合物 / トポロジカル超分子 / デンドリマー

Outline of Final Research Achievements

For the development of topological huge molecular systems based on polyrotaxanes, novel methodology for efficient end-capping synthesis of rotaxanes without loading any catalysts or activating agents has been developed by utilizing high reactivity of a pentacoordinated silicon compounds. By using this methodology, neutral donor-acceptor (D-A) [2]rotaxanes have been successfully synthesized even at low temperature in good yields, one of which presents the highest yield ever reported for the end-capping synthesis of a neutral D-A [2]rotaxane.

Research Products

• [Int'l Joint Research] University of Albany(米国)
• [Int'l Joint Research] University of Saskatchewan(Canada)
• [Journal Article] Photochemically Generated Thiyl Free Radicals Observed by X-ray Absorption Spectroscopy (2017)
  • Author(s): Sneeden Eileen Y.、Hackett Mark J.、Cotelesage Julien J. H.、Prince Roger C.、Barney Monica、Goto Kei、Block Eric、Pickering Ingrid J.、George Graham N.
  • Journal Title: Journal of the American Chemical Society Volume: 139 Issue: 33 Pages: 11519-11526
  • DOI: 10.1021/jacs.7b05116
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] Synthesis of a Stable Primary-Alkyl-Substituted Selenenyl Iodide and Its Hydrolytic Conversion to the Corresponding Selenenic Acid (2015)
  • Author(s): Shohei Sase, Ryo kakimoto, Ryutaro Kimura, Kei Goto
  • Journal Title: Molecules Volume: 20 Issue: 12 Pages: 21415-21420
  • DOI: 10.3390/molecules201219773
  • Peer Reviewed / Open Access / Acknowledgement Compliant
• [Journal Article] Efficient End-Capping Synthesis of Neutral Donor-Acceptor [2]Rotaxanes under Additive-Free and Mild Conditions (2014)
  • Author(s): Yuya Domoto, Shohei Sase, Kei Goto
  • Journal Title: Chemistry - A European Journal Volume: 20 Issue: 48 Pages: 15998-16005
  • DOI: 10.1002/chem.201404187
  • Peer Reviewed / Acknowledgement Compliant
• [Presentation] セレン上での選択的なチオール交換反応を活用したゲート付きロタキサンの合成研究 (2017)
  • Author(s): 野田 聡，佐瀬祥平，後藤 敬
  • Organizer: 日本化学会第97春季年会
  • Place of Presentation: 横浜
  • Year and Date: 2017-03-16
• [Presentation] Modeling of Biological Reaction Processes Involving Cysteine Sulfenic Acids and Related Species by Utilizing Nano-sized Molecular Cavities (2017)
  • Author(s): Kei Goto, Nozomu Watanabe, Ryutaro Kimura, Tsukasa Sano, and Shohei Sase
  • Organizer: The 12th International Conference on Heteroatom Chemistry
  • Int'l Joint Research
• [Presentation] セレノシステイン由来酵素反応活性中間体の合成モデル研究 (2017)
  • Author(s): 後藤 敬
  • Organizer: 第3回日本セレン研究会
• [Presentation] 巨大分子キャビティを活用したセレノシステイン由来セレネン酸に関するモデル研究 (2017)
  • Author(s): 佐瀬祥平，木村龍太郎，唐崎貴史，後藤 敬
  • Organizer: 第15回ホスト・ゲスト化学シンポジウム
• [Presentation] 分子クレードルを活用した酵素反応活性中間体の合成モデル研究 (2017)
  • Author(s): 後藤 敬
  • Organizer: 蛋白研セミナー「カルコゲン、ヘテロ元素を含む生体分子の化学」
  • Invited
• [Presentation] セレネニルスフィドの特性を活用した機能性ロタキサンの開発 (2016)
  • Author(s): 野田 聡，佐瀬祥平，後藤 敬
  • Organizer: 第43回有機典型元素化学討論会
  • Place of Presentation: 仙台
  • Year and Date: 2016-12-08
• [Presentation] Syntheses of Cysteine-Derived Reactive Intermediates by Taking Advantage of Cradled Cysteines (2016)
  • Author(s): Kei Goto, Tsukasa Sano, Nozomu Watanabe, Shohei Sase
  • Organizer: 27th International Symposium on Organic Chemistry of Sulfur
  • Place of Presentation: Jena, Germany
  • Year and Date: 2016-07-24
  • Int'l Joint Research / Invited
• [Presentation] Synthesis of Rotaxanes by Using Thiol-Exchange Reaction of Selenenyl Sulfides (2016)
  • Author(s): Satoshi Noda, Chihiro Ide, Shohei Sase, Kei Goto
  • Organizer: 27th International Symposium on Organic Chemistry of Sulfur
  • Place of Presentation: Jena, Germany
  • Year and Date: 2016-07-24
  • Int'l Joint Research
• [Presentation] Syntheses and Reacivity of Cysteine- and Selenocysteine-Derived Reactive Species by Utilizing Cavity-Shaped Molecular Cradles (2016)
  • Author(s): Kei Goto
  • Organizer: The 7th Heron Island Conference on Reactive Intermediates and Unusual Molecules
  • Place of Presentation: Heron, Australia
  • Year and Date: 2016-07-09
  • Int'l Joint Research / Invited
• [Presentation] セレン－硫黄結合を動的共有結合として活用した効率的な[2]ロタキサンの合成 (2016)
  • Author(s): 野田 聡，佐瀬祥平，後藤 敬
  • Organizer: 第14回ホスト・ゲスト化学シンポジウム
  • Place of Presentation: 高知
  • Year and Date: 2016-06-04
• [Presentation] Efficient Synthesis of Rotaxanes by Taking Advantage of the Characteristic Reactivity of Selenenyl Sulfides (2016)
  • Author(s): Satoshi Noda, Chihiro Ide, Shohei Sase, Kei Goto
  • Organizer: 13th International Conference on the Chemistry of Selenium and Tellurium
  • Place of Presentation: 岐阜
  • Year and Date: 2016-05-23
  • Int'l Joint Research
• [Presentation] Modeling of Cysteine-Derived Reactive Intermediates by Taking Advantage of Cavity-Shaped Molecular Cradles (2016)
  • Author(s): Kei Goto, Tsukasa Sano, Nozomu Watanabe, and Shohei Sase
  • Organizer: The 70th Fujihara Seminar
  • Place of Presentation: 福岡
  • Year and Date: 2016-04-17
  • Int'l Joint Research / Invited
• [Presentation] セレン－硫黄結合の特性を活用したエンタリング法によるロタキサンの合成 (2016)
  • Author(s): 野田 聡，佐瀬祥平，後藤 敬
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 京田辺
  • Year and Date: 2016-03-24
• [Presentation] 高配位ケイ素化合物の特性を活用した中性アミド型オリゴロタキサンの合成研究 (2016)
  • Author(s): 山下航平，佐瀬祥平，後藤 敬
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 京田辺
  • Year and Date: 2016-03-24
• [Presentation] Elucidation of Characteristic Reactivity of Selenenyl Sulfides and Its Application to Construction of Rotaxane Architecture (2016)
  • Author(s): Satoshi Noda, Shohei Sase, Kei Goto
  • Organizer: 5th Workshop of SeS Redox and Catalysis
  • Place of Presentation: 平塚
  • Int'l Joint Research
• [Presentation] セレネニルスルフィドの特性を活用したロタキサン合成法の開発 (2015)
  • Author(s): 野田 聡，井出千尋，佐瀬祥平，後藤 敬
  • Organizer: 第42回有機典型元素化学討論会
  • Place of Presentation: 名古屋
  • Year and Date: 2015-12-03
• [Presentation] 巨大分子キャビティを活用した含セレン高反応性化学種の安定化と新規反応性の開拓 (2015)
  • Author(s): 後藤 敬，柿本 涼，木村龍太郎，佐瀬祥平
  • Organizer: 第13回ホスト・ゲスト化学シンポジウム
  • Place of Presentation: 仙台
  • Year and Date: 2015-06-06
• [Presentation] 動的共有結合を活用したゲート機能を有するロタキサンの合成研究 (2015)
  • Author(s): 井出千尋，佐瀬祥平，後藤 敬
  • Organizer: 日本化学会第95春季年会
  • Place of Presentation: 船橋
  • Year and Date: 2015-03-26 – 2015-03-29
• [Presentation] 5配位ヒドロシランを用いたエンドキャッピング法によるアミド-クラウンエーテル型[2]ロタキサンの合成研究 (2015)
  • Author(s): 山下航平，佐瀬祥平，後藤 敬
  • Organizer: 日本化学会第95春季年会
  • Place of Presentation: 船橋
  • Year and Date: 2015-03-26 – 2015-03-29
• [Presentation] ロタキサンユニットを活用したキャビティ型シクロファンの合成研究 (2015)
  • Author(s): 日比野有希，佐瀬祥平，後藤 敬
  • Organizer: 日本化学会第95春季年会
  • Place of Presentation: 船橋
  • Year and Date: 2015-03-26 – 2015-03-29
• [Presentation] 活性化学種の反応制御を指向したナノサイズ分子キャビティの設計と応用 (2014)
  • Author(s): 後藤 敬
  • Organizer: 第15回リング・チューブ超分子研究会シンポジウム
  • Place of Presentation: 東京
  • Year and Date: 2014-10-27 – 2014-10-28
  • Invited
• [Book] Comprehensive Supramolecular Chemistry II (2017)
  • Author(s): Kei Goto
  • Publisher: Elsevier
• [Book] Synergy in Supramolecular Chemistry (2014)
  • Author(s): Kei Goto
  • Total Pages: 339
  • Publisher: CRC Press