Communication

Strategic Synthesis of 2,6-Pyridylene-Bridged β-to-β Porphyrin Nanorings through Cross-Coupling

  1. Jianxin Song Dr.1,
  2. Pyosang Kim2,
  3. Naoki Aratani Dr.1,3,
  4. Dongho Kim Prof. Dr.2,
  5. Hiroshi Shinokubo Prof. Dr.4,
  6. Atsuhiro Osuka Prof. Dr.1

Article first published online: 19 FEB 2010

DOI: 10.1002/chem.200903177

Issue

Chemistry - A European Journal

Chemistry - A European Journal

Volume 16, Issue 10, pages 3009–3012, March 8, 2010

Additional Information

How to Cite

Song, J., Kim, P., Aratani, N., Kim, D., Shinokubo, H. and Osuka, A. (2010), Strategic Synthesis of 2,6-Pyridylene-Bridged β-to-β Porphyrin Nanorings through Cross-Coupling. Chem. Eur. J., 16: 3009–3012. doi: 10.1002/chem.200903177

Author Information

  1. 1

    Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502 (Japan), Fax: (+81)75-753-3970

  2. 2

    Spectroscopy Laboratory for Functional π-Electronic Systems and Department of Chemistry, Yonsei University, Seoul 120-749 (Korea), Fax: (+82) 2-2123-2434

  3. 3

    PRESTO, Japan Science and Technology Agency, 4-1-8 Honcho Kawaguchi, Saitama 332-0012 (Japan)

  4. 4

    Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 463-8603 (Japan), Fax: (+81)52-789-5113

Publication History

  1. Issue published online: 1 MAR 2010
  2. Article first published online: 19 FEB 2010
  3. Manuscript Received: 19 NOV 2009

Funded by

  • MEXT
  • Nagase Science and Technology Foundation. Grant Numbers: 19205006, 20108001, 21685011

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Keywords:

  • cross-coupling;
  • fluorescence;
  • host–guest chemistry;
  • nanorings;
  • porphyrinoids
Thumbnail image of graphical abstract

The bridge determines the size of the loop? Palladium-catalyzed cross-coupling of borylporphyrins led to the construction of β-pyridine-bridged porphyrin nanorings in good yields (around 55–60 %; see scheme). The photophysical study revealed that these nanorings exhibit weakly coupled chromophores and longer fluorescent lifetimes, which is an apparent advantage in the process of efficient excited energy transfer.

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