Creation of Chromic[3] catenane controlled by its unique motion

• Project/Area Number: 22750035
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Organic chemistry
• Research Institution: Niigata University
• Principal Investigator: IWAMOTO Hajime 新潟大学, 自然科学系, 准教授 (80304393)
• Project Period (FY): 2010 – 2011
• Project Status: Completed (Fiscal Year 2011)
• Budget Amount: ¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000); Fiscal Year 2011: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000); Fiscal Year 2010: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
• Keywords: カテナン / 機械的結合 / クロミック分子

Research Abstract

[3] Catenanes, which change their color according to external stimuli such as temperature and metal ions, were investigated.[3] Catenanes having chromophores were synthesized. On addition of diamine to their solution, UV spectra changes of their solution were observed with a couple of isosbestic points. Variable-temperature fluorescence spectra showed red shift of emission maximum with increasing temperature.

Research Products

• [Journal Article] Highly shape-selective guest encapsulation in the precisely defined cavity of a calix 4 arene-capped metalloporphyrin (2011)
  • Author(s): Hajime Iwamoto, Saori Nishi and Takeharu Haino
  • Journal Title: Chemical Communications Volume: 47 Pages: 12670-12672
  • Peer Reviewed
• [Journal Article] Asymmetric alpha-2-tosylvinylation of in situ-generated N-2-tosylvinyl proline-derived ammonium ylides (2011)
  • Author(s): Tomohito Igarashi, Eiji Tayama, Hajime Iwamoto and Eietsu Hasegawa
  • Journal Title: Tetrahedron Lett. Volume: 52 Pages: 1819-1821
  • Peer Reviewed
• [Journal Article] Highly shape-selective guest encapsulation in the precisely defined cavity of a calix[4]arene-capped metalloporphyrin (2011)
  • Author(s): Iwamoto, Hajime; Nishi, Saori; Haino, Takeharu
  • Journal Title: Chemical Communications Volume: 47 Issue: 47 Pages: 12670-12672
  • DOI: 10.1039/c1cc14739k
  • Peer Reviewed
• [Journal Article] Asymmetric alpha-2-tosylvinylation of in situ-generated N-2-tosylvinyl proline-derived ammonium ylides (2011)
  • Author(s): Tomohito Igarashi
  • Journal Title: Tetrahedron Letters Volume: 52 Issue: 15 Pages: 1819-1821
  • DOI: 10.1016/j.tetlet.2011.02.040
  • Peer Reviewed
• [Journal Article] Copper(II) Triflate Catalyzed Intermolecular Aromatic Substitution of N, N-Disubstituted Anilines with Diazo Esters (2010)
  • Author(s): Eiji Tayama, Tomoyo Yanaki, Hajime Iwamoto and Eietsu Hasegawa
  • Journal Title: European Journal of Organic Chemistry Pages: 6719-6721
  • Peer Reviewed
• [Journal Article] Remarkable enhancement effect of potassium tert-butoxide/THF solution in base-induced Sommelet-Hauser rearrangements (2010)
  • Author(s): Eiji Tayama, Keisuke Takedachi, Hajime Iwamoto and Eietsu Hasegawa
  • Journal Title: Tetrahedron Volume: 66 Pages: 9389-9395
  • NAID: 120006746915
  • Peer Reviewed
• [Journal Article] Highly efficient synthesis of[3] rotaxane assisted by preorganization of pseudorotaxane using bis(crown ether) (2010)
  • Author(s): Hajime Iwamoto, Yukimi Yawata, Yoshimasa Fukazawa and Takeharu Haino
  • Journal Title: Supramol. Chem. Volume: 22 Pages: 815-826
  • Peer Reviewed
• [Journal Article] Tether-assisted synthesis of[3] rotaxane by olefin metathesis (2010)
  • Author(s): Hajime Iwamoto, Yukimi Yawata, Yoshimasa Fukazawa and Takeharu Haino
  • Journal Title: Chemistry Letters Volume: 39 Pages: 24-25
  • NAID: 10027176294
  • Peer Reviewed
• [Journal Article] Application of biphasic reaction procedure using ferric chloride dissolved in an imidazolium salt and benzotrifluoride(FeIm-BTF procedure) to aza-Prins cyclization reaction (2010)
  • Author(s): Eietsu Hasegawa, Nohara Hiroi, Chika Osawa, Eiji Tayama and Hajime Iwamoto
  • Journal Title: Tetrahedron Lett. Volume: 51 Pages: 6535-6538
  • NAID: 120006749081
  • Peer Reviewed
• [Journal Article] Tether-assisted synthesis of [3]rotaxane by olefin metathesis (2010)
  • Author(s): Hajime Iwamoto
  • Journal Title: Chemistry Letters Volume: 39 Pages: 24-25
  • NAID: 10027176294
  • Peer Reviewed
• [Journal Article] Highly efficient synthesis of 3 rotaxane assisted by preorganization of pseudorotaxane using bis(crown ether)s (2010)
  • Author(s): Hajime Iwamoto
  • Journal Title: Supramolecular Chemistry Volume: 22 Pages: 815-826
  • Peer Reviewed
• [Journal Article] Application of biphasic reaction procedure using ferric chloride dissolved in an imidazolium salt and benzotrifluoride (FeIm-BTF procedure) to aza-Prins cyclization reaction (2010)
  • Author(s): Eietsu Hasegawa
  • Journal Title: Tetrahedron Letters Volume: 51 Pages: 6535-6538
  • Peer Reviewed
• [Journal Article] Copper(II) Triflate Catalyzed Intermolecular Aromatic Substitution of N, N-Disubstituted Anilines with Diazo Esters (2010)
  • Author(s): Tayama Eiji
  • Journal Title: European Journal of Organic Chemistry Pages: 6719-6721
  • Peer Reviewed
• [Presentation] エグリントンカップリングを用いたカテナン合成における分子内・分子間環化反応の選択性 (2011)
  • Author(s): 滝沢渉,岩本啓
  • Organizer: 第62回有機合成化学協会関東支部シンポジウム
  • Place of Presentation: 新潟市
• [Presentation] クラウンエーテルと環状アンモニウム塩分子からなるカテナンの合成と回転運動性 (2011)
  • Author(s): 萩原達也,岩本啓
  • Organizer: 第62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: 新潟市
• [Presentation] カリックス[4]アレーンでキャプしたポルフィリンホスト分子のゲスト認識能とその熱力学的挙動 (2011)
  • Author(s): 岩本啓,西沙織,灰野岳晴
  • Organizer: 第7回ホスト・ゲスト化学シンポジウム
  • Place of Presentation: 東広島
• [Presentation] カリックス[4]アレーンでキャプしたポルフィリンホスト分子のゲスト認識能とその熱力学的挙動 (2011)
  • Author(s): 岩本啓
  • Organizer: 第7回ホスト・ゲスト化学シンポジウム
  • Place of Presentation: 東広島市
• [Presentation] エグリントンカップリングを用いたカテナン合成における分子内・分子間環化反応の選択性 (2011)
  • Author(s): 滝沢渉
  • Organizer: 第62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: 新潟市
• [Presentation] Shape-selective molecular recognition in confined space provided by calixarene-capped porphyrin and its thermodynamic behavior (2010)
  • Author(s): Hajime Iwamoto, Saori Nishi and Takeharu Haino
  • Organizer: 2010 International chemical congress of Pacific Basin Societies(Pacifichem 2010)
  • Place of Presentation: Hawaii
• [Presentation] Synthesis of[5] catenane via olefin metathesis reaction of pseudorotaxane composed of[2] catenane and secondary-ammonium salt (2010)
  • Author(s): Hajime Iwamoto, Shinzi Tafuku and Takeharu Haino
  • Organizer: 2010 International chemical congress of Pacific Basin Societies(Pacifichem 2010)
  • Place of Presentation: Hawaii
• [Presentation] 相補的水素結合形成を利用した新規[3]ロタキサン合成法の開発 (2010)
  • Author(s): 高橋直大,岩本啓
  • Organizer: 第60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: 新津市
• [Presentation] Shape-Selective Molecular Recognition in Confined Space Provided by Calixarene-Capped Porphyrin (2010)
  • Author(s): Hajime Iwamoto, Saori Nishi and Takeharu Haino
  • Organizer: International Conference on Science and Technology of Synthetic Metals 2010(ICSM 2010)
  • Place of Presentation: Kyoto
• [Presentation] カテナンとアンモニウム塩からなる擬ロタキサンの閉環メタセシス反応による[5]カテナンの合成 (2010)
  • Author(s): 田福伸次,岩本啓,灰野岳晴
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 東大阪市
• [Presentation] Shape-Selective Molecular Recognition in Confined Space Provided by Calixarene-Capped Porphyrin (2010)
  • Author(s): Hajime Iwamoto
  • Organizer: International Conference on Science and Technology of Synthetic Metals 2010 (ICSM 2010)
  • Place of Presentation: Kyoto
• [Presentation] Shape-selective molecular recognition in confined space provided by calixarene-capped porphyrin and its thermodynamic behavior (2010)
  • Author(s): Hajime Iwamoto
  • Organizer: 2010 International chemical congress of Pacific Basin Societies (Pacifichem 2010)
  • Place of Presentation: Hawaii
• [Presentation] Synthesis of [5]catenane via olefin metathesis reaction of pseudorotaxane composed of [2]catenane and secondary-ammonium salt (2010)
  • Author(s): Hajime Iwamoto
  • Organizer: 2010 International chemical congress of Pacific Basin Societies (Pacifichem 2010)
  • Place of Presentation: Hawaii
• [Book] 45. 27 Product Class Calixarenes, in Volume 45, Compounds with All-Carbon Functions : Arenes, Quasiarenes, Annulenes, and Polyenes. Synthesis of Science, Houben-Weyl Methods of Molecular Transformations, Eds. Siegel, J. S., Tobe, Y. (2010)
  • Author(s): Takeharu Haino, Hajime Iwamoto
  • Publisher: Georg Thieme Verlag : Stuttgart