Development of Near-infrared Emissive Material by Ring-fusion Method

• Project/Area Number: 19750036
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Organic chemistry
• Research Institution: Kyushu University
• Principal Investigator: TOGANOH Motoki Kyushu University, 大学院・工学研究院, 助教 (80372754)
• Project Period (FY): 2007 – 2008
• Project Status: Completed (Fiscal Year 2008)
• Budget Amount: ¥3,530,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥330,000); Fiscal Year 2008: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000); Fiscal Year 2007: ¥2,100,000 (Direct Cost: ¥2,100,000)
• Keywords: ポルフィリン / 近赤外色素 / 発光材料 / 遷移金属錯体 / 有機金属錯体 / 水中挙動 / ポルフイリン / レニウム錯体 / 触媒反応

Research Abstract

様々な骨格融合種の合成に成功し、骨格融合法という有機パイ共役系分子の新たな分子設計の概念を発展させた。すなわち、アヌレン環内部に多重結合を融合させることで、分子骨格のむやみな巨大化・複雑化なしに有機近赤外色素を合成することに成功した。また、水溶性誘導体を合成し、水中での骨格融合種の基本的性質を明らかとした。さらに、関連する遷移金属錯体を種々合成し、その構造及び性質を明らかとした。

Research Products

• [Journal Article] Synthesis and protonation behavior of a water-soluble N-fused porphyrin : Conjugation with an oligoarginine by click chemistry (2009)
  • Author(s): Ikawa, Y. ; Harada, H. ; Toganoh, M ; Furuta, H
  • Journal Title: Bioorg. Med. Chem. Lett 19 Pages: 2448-2452
  • Peer Reviewed
• [Journal Article] Programmed Asymmetrical Trimer Formation of β-alkyk N-confused Porphyrin Zinc (II) Complexes (2009)
  • Author(s): Toganoh, M. ; Ogawa, H. ; Morimoto, T. ; Furuta, H.
  • Journal Title: Supramol. Chem 21 Pages: 324-330
  • Peer Reviewed
• [Journal Article] Synthesis and Characterization of Novel Azo-embedded N-Confused Tetraphenylporphyrin (2009)
  • Author(s): Toganoh, M. ; Hihara, T. ; Yonekura K. ; Ishikawa, Y. ; Furuta, H.
  • Journal Title: J. Porphyrins Phthalocyanines 13 Pages: 215-222
  • Peer Reviewed
• [Journal Article] Synthesis and Characterization of Novel Azo-embedded N-Confused Tetraphenylporphyrin (2009)
  • Author(s): Toganoh, M. ; Hihara, T. ; Yonekura K. ; Ishikawa, Y ; Furuta, H
  • Journal Title: J. Porphyrins Phthalocyanines (印刷中)
  • Peer Reviewed
• [Journal Article] Programmed Asymmetrical Trimer Formation of β-alkyl N-confused Porphyrin Zinc (II) Complexes (2009)
  • Author(s): Toganoh, M. ; Ogawa, H. ; Morimoto T. ; Furuta, H
  • Journal Title: Supramol. Chem (印刷中)
  • Peer Reviewed
• [Journal Article] Synthesis and protonation behavior of a water-soluble N-fused porphyrin : Conjugation with an oligoarginine by click chemistry (2009)
  • Author(s): Ikawa, Y. ; Harada, H. ; Toganoh, M. ; Furuta, H
  • Journal Title: Bioorg. Med. Chem. Lett (印刷中)
  • Peer Reviewed
• [Journal Article] Synthesis of N-Confused Tetraphenylporphyrin Rhodium Complexes Having Versatile Metal Oxidation States (2008)
  • Author(s): Srinivasan, A. ; Toganoh, M. ; Niino, T. ; Osuka, A. ; Furuta, H.
  • Journal Title: Inorg. Chem 47 Pages: 11305-11313
  • Peer Reviewed
• [Journal Article] Endocyclic Extension of Porphyrin Tr-System by Interior Functionalization of N-Confused Porphyrins (2008)
  • Author(s): Toganoh, M. ; Kimura, T. ; Furuta, H.
  • Journal Title: Chem. Eur. J 14 Pages: 10585-10594
  • Peer Reviewed
• [Journal Article] Doubly N-Fused Porphyrin (2008)
  • Author(s): Toganoh, M. ; Kimura, T. ; Uno, H. ; Furuta, H.
  • Journal Title: Angew. Chem. Int. Ed 47 Pages: 8913-8916
  • Peer Reviewed
• [Journal Article] Hydrogen-bonding Network in New Scorpionate-type Ligand Composed of Pyridine/Pyrrole Hybrid and Anion-binding Behavior of the Corresponding Rhodium Complexes in Alkyne Cyclotrimerization Reaction (2008)
  • Author(s): Toganoh, M. ; Harada, N. ; Furuta, H.
  • Journal Title: J. Organomet. Chem 693 Pages: 3141-3150
  • Peer Reviewed
• [Journal Article] Luminescent gold (III) Organometallic Complex of N-Confused Tetraphenylporphyrin (2008)
  • Author(s): Toganoh, M. ; Niino, T. ; Furuta, H.
  • Journal Title: Chem. Commun Pages: 4070-4072
  • Peer Reviewed
• [Journal Article] Near-infrared Luminescence of Bis-Pt (II) Complexes of Doubly N-Confused Calix[6]phyrins (1.1.1.1.1.1) (2008)
  • Author(s): Won, D.-H. ; Toganoh, M. ; Terada, Y. ; Fukatsu, S. ; Uno, H. ; Furuta, H.
  • Journal Title: Angew. Chem. Int. Ed 47, Pages: 5438-5441
  • Peer Reviewed
• [Journal Article] Substitution, Dimerization, Metallation, and Ring-opening Reactions of N-Fused Porphyrins (2008)
  • Author(s): Ishizuka, T. ; Ikeda, S. ; Toganoh, M. ; Yoshida, I. ; Ishikawa, Y. ; Osuka, A. ; Furuta, H.
  • Journal Title: Tetrahedron 64 Pages: 4037-4050
  • Peer Reviewed
• [Journal Article] N-Confused and N-Fused meso-Aryl Sapphyrins (2008)
  • Author(s): Gupta, I. ; Srinivasan, A. ; Morimoto, T. ; Toganoh, M. ; Furuta, H.
  • Journal Title: Angew. Chem. Int. Ed 47 Pages: 4563-4567
  • Peer Reviewed
• [Journal Article] Catalytic Deoxygenation of Pyridine N-Oxide with N-Fused Porphyrin Rhenium Complexes (2008)
  • Author(s): Toganoh, M. ; Fujino, K. ; Ikeda, S. ; Furuta, H.
  • Journal Title: Tetrahedron Lett 49 Pages: 1488-1491
  • Peer Reviewed
• [Journal Article] Endocyc1ic Extension of Porphyrin π-System in Etheno-bridged N-Confused Tetraphenylporphyrin (2008)
  • Author(s): Toganoh, M. ; Kimura, T. ; Furuta, H.
  • Journal Title: Chem. Commun Pages: 102-104
  • Peer Reviewed
• [Journal Article] Near-infrared Luminescence of Bis-Pt (II) Complexes of Doubly N-Confused Calix[6]phyrins (1. 1. 1. 1. 1. 1) (2008)
  • Author(s): Won, D. -H. ; Toganoh, M. ; Terada, Y ; Fukatsu, S. ; Uno, H. ; Furuta, H
  • Journal Title: Angew. Chem. Int. Ed 47 Pages: 5438-5441
  • Peer Reviewed
• [Journal Article] Luminescent gold (III) Organometallic Complex of N-Confused Tetraphenylporphyrin (2008)
  • Author(s): Toganoh, M. ; Niino, T. ; Furuta, H
  • Journal Title: Chem. Commun Pages: 4070-4072
  • Peer Reviewed
• [Journal Article] Hydrogen-bonding Network in New Scorpionate-type Ligand Composed of Pyridine/Pyrrole Hybrid and Anion-binding Behavior of the Corresponding Rhodium Complexes in Alkyne Cyclotrimerization Reaction (2008)
  • Author(s): Toganoh, M.; Harada, N.; Furuta, H
  • Journal Title: J. Organomet. Chem 693 Pages: 3141-3050
  • Peer Reviewed
• [Journal Article] Doubly N-Fused Porphyrin (2008)
  • Author(s): Toganoh, M. ; Kimura, T. ; Uno, H. ; Furuta, H
  • Journal Title: Angew. Chem. Int. Ed 47 Pages: 8913-8916
  • Peer Reviewed
• [Journal Article] Endocyclic Extension of Porphyrin π-System by Interior Functionalization of N-Confused Porphyrins (2008)
  • Author(s): Toganoh, M. ; Kimura, T. ; Furuta, H
  • Journal Title: Chem. Eur. J 14 Pages: 10585-10594
  • Peer Reviewed
• [Journal Article] Synthesis of N-Confused Tetraphenylporphyrin Rhodium Complexes Having Versatile Metal Oxidation States (2008)
  • Author(s): Srinivasan, A. ; Toganoh, M. ; Niino, T. ; Osuka, A. ; Furuta, H
  • Journal Title: Inorg. Chem 47 Pages: 11305-11313
  • Peer Reviewed
• [Journal Article] Endocyclic Extension of Porphyrin π-System in Etheno-bridged N-Confused Tetraphenylporphyrin (2008)
  • Author(s): M., Toganoh, et. al.
  • Journal Title: Chemical Communications Pages: 102-104
  • Peer Reviewed
• [Journal Article] catalytic Deoxygenation of Pyridine N-Oxide with N-Fused Porphyrin Rhenium Complexes (2008)
  • Author(s): M., Toganoh, et. al.
  • Journal Title: Tetrahedron Letters 49 Pages: 1488-1491
  • Peer Reviewed
• [Journal Article] Substitution, Dimerization, Metallation, and Ring-Opening Reactions of N-Fused Porphyrins (2008)
  • Author(s): T., lshizuka・M., Toganoh, et. al.
  • Journal Title: Tetrahedron 64 Pages: 4037-4050
  • Peer Reviewed
• [Journal Article] N-Confused and N-Fused meso-Aryl Sapphyrins (2008)
  • Author(s): I., Gupta・M., Toganoh, et. al.
  • Journal Title: Angewandte Chemie Intemational Edition (in press)
  • Peer Reviewed
• [Journal Article] Synthesis, Reactivity, and Properties of N-Fused Porphyrin Rhenium (I) Tricarbonyl Complexes (2007)
  • Author(s): Toganoh, M. ; Ikeda, S. ; Furuta, H.
  • Journal Title: Inorg. Chem 46 Pages: 10003-10015
  • Peer Reviewed
• [Journal Article] Synthesis, Reactivity, and Properties of N-Fused Porphyrin Rhenium(1) Tricarbonyl Complexes (2007)
  • Author(s): M., Toganoh, et. al.
  • Journal Title: lnorganic Chemistry 46 Pages: 10003-10015
  • Peer Reviewed
• [Presentation] 大環状化合物の環内部化学修飾による有機近赤外発光材料の合成 (2009)
  • Author(s): 戸叶基樹
  • Organizer: 日本化学会第89春季年会, 第23回若い世代の特別講演会
  • Place of Presentation: 船橋
  • Year and Date: 2009-03-30
• [Presentation] 水溶性N-フユーズポルフィリンの合成と水中特性 (2009)
  • Author(s): 原田紘行, 戸叶基樹, 井川善也, 古田弘幸
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 船橋
  • Year and Date: 2009-03-29
• [Presentation] アセチレン架橋N-混乱ポルフィリン二量体の合成と物性 (2009)
  • Author(s): 高山拓未, 戸叶基樹, 古田弘幸
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 船橋
  • Year and Date: 2009-03-29
• [Presentation] 混乱およびミスマッチ型コロール異性体の合成と物性 (2009)
  • Author(s): 藤野敬太郎, 戸叶基樹, 古田弘幸
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 船橋
  • Year and Date: 2009-03-29
• [Presentation] ルテノセン型N-フユーズボルフィリン錯体の合成と物性 (2009)
  • Author(s): 佐藤歩, 戸叶基樹, 古田弘幸
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 船橋
  • Year and Date: 2009-03-28
• [Presentation] 大環状化合物の環内部化学修飾による有機近赤外発光材料の合成 (2009)
  • Author(s): 戸叶基樹
  • Organizer: 日本化学会第89春季年会,第23回若い世代の特別講演会
  • Place of Presentation: 船橋
• [Presentation] 多重N-混乱オリゴビロールの位置選択的合成 (2008)
  • Author(s): 川部泰典, 戸叶基樹, 古田弘幸
  • Organizer: 第20回若手研究者のためのセミナー
  • Place of Presentation: 福岡
  • Year and Date: 2008-12-13
• [Presentation] アセチレン架橋N-混乱ポルフィリン二量体の合成と物性 (2008)
  • Author(s): 高山拓未, 山崎洋揮, 戸叶基樹, 古田弘幸
  • Organizer: 第20回若手研究者のためのセミナー
  • Place of Presentation: 福岡
  • Year and Date: 2008-12-13
• [Presentation] N-フユーズポルフィリンルテニウム錯体の合成と物性 (2008)
  • Author(s): 佐藤歩, 池田慎也, 戸叶基樹, 古田弘幸
  • Organizer: 九州錯体化学談話会創設40周年記念シンポジウム
  • Place of Presentation: 福岡
  • Year and Date: 2008-11-01
• [Presentation] Synthesis and coordination chemistry of N-confused and N-fusec porphyrinoids (2008)
  • Author(s): Hiroyuki Furuta, Iti Gupta, Dong-Hoon Won, Tomoyui Kimura, Motoki Toganoh
  • Organizer: The 3rd International Conference of Cutting-Edge Organic Chemistry in Asia
  • Place of Presentation: Hangzhou, China
  • Year and Date: 2008-10-20
• [Presentation] 環内部にアゾ基を有するN-混乱ポルフィリンの合成および物性 (2008)
  • Author(s): 日原崇貴, 戸叶基樹, 石川雄一, 古田弘幸
  • Organizer: 第45回化学関連支部合同九州大会
  • Place of Presentation: 北九州
  • Year and Date: 2008-07-05
• [Presentation] 親水性基を有するβ-アルキル型N-混乱ポルフィリンの合成及び水溶液挙動 (2008)
  • Author(s): 青木秀樹, 戸叶基樹, 古田弘幸
  • Organizer: 第45回化学関連支部合同九州大会
  • Place of Presentation: 北九州
  • Year and Date: 2008-07-05
• [Presentation] ポルフィリン変異種を配位子とする金属錯体の合成と触媒反応への展開 (2008)
  • Author(s): 戸叶基樹
  • Organizer: 有機合成化学講演会
  • Place of Presentation: 山口
• [Presentation] 骨格融合法を基盤とするポルフィリン変異種の創製 (2008)
  • Author(s): 戸叶基樹
  • Organizer: 万有若手合宿セミナー
  • Place of Presentation: 天草
• [Presentation] Coordination Chemistry of N-Confused and N-Fused Porphyrins (2008)
  • Author(s): Motoki Toganoh, Hiroyuki Furuta
  • Organizer: 236th ACS National Meeting & Exposition
  • Place of Presentation: Philadelphia, USA
• [Presentation] Synthesis and Properties of Fused Porphyrinoids (2008)
  • Author(s): Motoki Toganoh, Tomoyuki Kimura, Shinya Ikeda, Hiroyuki Furuta
  • Organizer: The 1st Kyushu University Global COE / CNSI Joint Symposium on Molecular Nanosystems
  • Place of Presentation: California, USA
• [Presentation] ピロール環の回転を鍵とする新規縮環型ポルフィリノイドの合成と性質 (2007)
  • Author(s): 戸叶基樹
  • Organizer: 第19回若手研究者のためのセミナー
  • Place of Presentation: 熊本
• [Presentation] 特異な縮環構造を有する大環状化合物の合成と性質 (2007)
  • Author(s): 戸叶基樹,木村智之,池田慎也,藤野敬太郎,古田弘幸
  • Organizer: 第37回構造有機化学討論会
  • Place of Presentation: 札幌
• [Presentation] Construction of Unique Architectures through Rotation of Pyrrole Rings in Tetrapyrrolic Macrocycles (2007)
  • Author(s): Motoki Toganoh
  • Organizer: POST ISNA-12 Symposium on Physical Organic Chemistry
  • Place of Presentation: Fukuoka
• [Presentation] Twisting [18] annulene through rotation of pyrrole ring in tetrapyrrolic macrocycles (2007)
  • Author(s): Motoki Toganoh, Hiroyuki Furuta
  • Organizer: 12th International Symposium on Novel Aromatic Compounds
  • Place of Presentation: Awaji
• [Presentation] Construction of Unique Architectures through Rotation of Pyrrole Rings in Tetrapyrrolic Macrocycles (2007)
  • Author(s): M., Toganoh
  • Organizer: POST ISNA-12 Symposium
  • Place of Presentation: Fukuoka
• [Presentation] ピロールの回転を鍵とする新規縮環型ポルフィリノイドの合成と性質 (2007)
  • Author(s): 戸叶基樹
  • Organizer: 第19回若手研究者のためのセミナー
  • Place of Presentation: 熊本
• [Remarks]
  • URL: http://post2.cstf.kyushu-u.ac.jp/furutalab/
• [Remarks]
  • URL: http://post2.cstf.kyushu-u.ac.jp/~furutalab/