Development of Functional Molecules Based on Ring-Fusion Strategy

2011 Fiscal Year Final Research Report

• Project/Area Number: 21750047
• 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 九州大学, 大学院・工学研究院, 助教 (80372754)
• Project Period (FY): 2009 – 2011
• Keywords: ポルフィリン / 近赤外線素子 / マンガン錯体 / 異性体 / フェロセン / コロール

Research Abstract

A variety of N-fused porphyrin derivatives were synthesized by the ring-fusion strategy and their photophysical properties were investigated. Observed near infrared fluorescence would be derived from excited-state intramolecular proton transfer. In addition, larger two-photon absorption cross sections were observed in the N-fused porphyrin derivatives. Meanwhile, double-decker iron(II) complex of N-fused porphyrinato was successfully synthesized, having unique three-dimensional d-Π conjugated system. These results clearly illustrated the effectiveness of ring-fusion strategy in study of near infrared dyes.

Research Products

• [Journal Article] C-Fused Norrole: A Fused Corrole Isomer Bearing A N, C-Linked Bipyrrole Unit (2011)
  • Author(s): Toganoh, M., Kawabe, Y., Furuta, H.
  • Journal Title: J. Org. Chem Volume: 76 Pages: 7618-7622
  • Peer Reviewed
• [Journal Article] Synthesis, Reactivity, and Properties of N-Fused Porphyrin Manganese(I)Tricarbonyl Complexes (2011)
  • Author(s): Ikeda, S., Toganoh, M., Furuta, H.
  • Journal Title: Inorg. Chem. Volume: 50 Pages: 6029-6043
  • Peer Reviewed
• [Journal Article] Confusion and Neo-Confusion: New Corrole Isomers with an NNNC Core (2011)
  • Author(s): Fujino, K, Hirata, Y., Kawabe, Y., Morimoto, T., Srinivasan, A., Toganoh, M., Miseki, Y., Kudo, A., Furuta, H.
  • Journal Title: Angew. Chem. Int. Ed. Volume: 50 Pages: 6855-6859
  • Peer Reviewed
• [Journal Article] Double-decker Ferrocene-type Complex of N-Fused Porphyrin: A Model of p-Extended Ferrocene? (2011)
  • Author(s): Toganoh, M., Sato, A., Furuta, H.
  • Journal Title: Angew. Chem. Int. Ed. Volume: 50 Pages: 2752-2755
  • Peer Reviewed
• [Journal Article] Singly N-Confused [26]Hexaphyrin: A Binucleating Porphyrinoid Ligand for Mixed-Metals in Different Oxidation States (2011)
  • Author(s): Gokulnath, S., Yamaguchi, K., Toganoh, M., Mori, S., Uno, H., Furuta, H.
  • Journal Title: Angew. Chem. Int.Ed. Volume: 50 Pages: 2302-2306
  • Peer Reviewed
• [Journal Article] Synthesis and Photophysical Properties of N-Fused Tetraphenylporphyrin Derivatives: Near Infrared Organic Dye of [18]Annulenic Compounds (2010)
  • Author(s): Ikeda, S., Toganoh, M., Easwaramoorthi, S., Lim, J. Ｍ., Kim, D., Furuta, H.
  • Journal Title: J. Org. Chem. Volume: 75 Pages: 8637-8649
  • Peer Reviewed
• [Journal Article] Theoretical study on conformation and electronic state of Hukel-aromatic multiply N-confused [26]hexaphyrins (2010)
  • Author(s): Toganoh, M., Furuta, H.
  • Journal Title: J. Org. Chem. Volume: 75 Pages: 8213-8223
  • Peer Reviewed
• [Journal Article] N-Heterocyclic Carbene Embedded in an N-Confused Porphyrin Framework (2010)
  • Author(s): Toganoh, M., Hihara, Y., Furuta, H.
  • Journal Title: Inorg. Chem. Volume: 49 Pages: 8182-8184
  • Peer Reviewed
• [Presentation] N,C-連結ビピロール部位を有する新規コロール変異種の合成と性質 (2011)
  • Author(s): 戸叶基樹, 川部泰典, 古田弘幸
  • Organizer: 第22回基礎有機化学討論会
  • Place of Presentation: 筑波
  • Year and Date: 20110900
• [Presentation] N-Heterocyclic carbene embedded in porphyrin framework (2010)
  • Author(s): Motoki Toganoh, Takayoshi Hihara, Hiroyuki Furuta
  • Organizer: The 2010 International Chemical Congress of Pacific Basin Societies
  • Place of Presentation: Hawaii, USA
  • Year and Date: 20101200
• [Presentation] lnterior Functionalization of Porphyrinoids (2010)
  • Author(s): Motoki Toganoh
  • Organizer: The 14th International Workshop on Furture Molecular Systems
  • Place of Presentation: Rikuoka
  • Year and Date: 20101100
• [Book] Handbook of Porphyrin Science: With Applications to Chemistry, Physics, Materials Science, Engineering, Biology and Medicine, World Scientific; vol. 2, Chapter 10, pp. 295-367, Synthesis and Metal Coordination of N-Confused and N-Fused Porphyrinoids (2010)
  • Author(s): M. Toganoh, H. Furuta