論文

査読有り
2011年12月

Synthesis and Properties of Hybrid Porphyrin Tapes

CHEMISTRY-A EUROPEAN JOURNAL
  • Takayuki Tanaka
  • ,
  • Byung Sun Lee
  • ,
  • Naoki Aratani
  • ,
  • Min-Chul Yoon
  • ,
  • Dongho Kim
  • ,
  • Atsuhiro Osuka

17
51
開始ページ
14400
終了ページ
14412
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1002/chem.201102889
出版者・発行元
WILEY-V C H VERLAG GMBH

Hybrid porphyrin tapes 3 and 4, consisting of a mixture of 3,5-di-tert-butylphenyl-substituted donor-type Zn-II-porphyrins and pentafluorophenyl-substituted acceptor-type Zn-II-porphyrins, were prepared by a synthetic route involving cross-condensation reaction of a Ni-II-porphyrinyldipyrromethane and pentafluorophenyldipyrromethane with pentafluorobenzaldehyde followed by appropriate demetalation, remetalation, and oxidative ring-closure reaction. The Ni-II-substituted porphyrin tapes 5 (Ni-Zn-Ni) and 6 (Ni-H-2-Ni) were also prepared through similar routes. The hybrid porphyrin tapes 3 and 4 are more soluble and more stable than normal porphyrin tapes 1 and 2 consisting of only donor-type Zn-II-porphyrins. The solid-state and crystal packing structures of 3, 4, and 5 were elucidated by single-crystal X-ray diffraction analysis. Singly meso-meso-linked hybrid porphyrin arrays 12 and 14 exhibit redox potentials that roughly correspond to each constituent porphyrin segments, while the redox potentials of the hybrid porphyrin tapes 3 and 4 are positively shifted as a whole. The two-photon absorption (TPA) values of 1-6 were measured by using a wavelength-scanning open aperture Z-scan method and found to be 1900, 21 000, 2200, 27 000, 24 000, and 26 000 GM, respectively. These results illustrate an important effect of elongation of pi-electron conjugation for the enhancement of TPA values. The hybrid porphyrin tapes show slightly larger TPA values than the parent ones.

リンク情報
DOI
https://doi.org/10.1002/chem.201102889
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000298542300012&DestApp=WOS_CPL
ID情報
  • DOI : 10.1002/chem.201102889
  • ISSN : 0947-6539
  • Web of Science ID : WOS:000298542300012

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