Fully Conjugated Porphyrin Tapes with Electronic Absorption Bands That Reach into Infrared
10.1126/science.1059552
Crossref journal-article
American Association for the Advancement of Science (AAAS)
Science (221)
Abstract

Scandium(III)-catalyzed oxidation of meso-meso– linked zinc(II)-porphyrin arrays (up to dodecamers) with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) led to efficient formation of triply meso-meso –, β-β–, and β-β–linked zinc(II)-oligoiporphyrins with 62 to 91% yields. These fused tape-shaped porphyrin arrays display extremely red-shifted absorption bands that reflect extensively π-conjugated electronic systems and a low excitation gap. The lowest electronic absorption bands become increasingly intensified and red-shifted upon the increase in the number of porphyrins and eventually reach a peak electronic excitation for the dodecamer at ∼3500 wavenumber. The one-electron oxidation potentials also decreased progressively upon the increase in the number of porphyrins. These properties in long and rigid molecular shapes suggest their potential use as molecular wires.

Bibliography

Tsuda, A., & Osuka, A. (2001). Fully Conjugated Porphyrin Tapes with Electronic Absorption Bands That Reach into Infrared. Science, 293(5527), 79–82.

Authors 2
  1. Akihiko Tsuda (first)
  2. Atsuhiro Osuka (additional)
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  21. Supported by Grants-in-Aid for Scientific Research from the Ministry of Education Science Sports and Culture of Japan (11223205 12440196 and 12874076) and by CREST (Core Research for Evolutional Science and Technology) of Japan Science and Technology Corporation. A.T. was supported by a Japan Society for the Promotion of Science Research Fellowship for Young Scientists.
Dates
Type When
Created 23 years ago (July 27, 2002, 5:39 a.m.)
Deposited 1 year, 7 months ago (Jan. 9, 2024, 5:23 p.m.)
Indexed 2 days, 17 hours ago (Aug. 21, 2025, 1:11 p.m.)
Issued 24 years, 1 month ago (July 6, 2001)
Published 24 years, 1 month ago (July 6, 2001)
Published Print 24 years, 1 month ago (July 6, 2001)
Funders 0

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@article{Tsuda_2001, title={Fully Conjugated Porphyrin Tapes with Electronic Absorption Bands That Reach into Infrared}, volume={293}, ISSN={1095-9203}, url={http://dx.doi.org/10.1126/science.1059552}, DOI={10.1126/science.1059552}, number={5527}, journal={Science}, publisher={American Association for the Advancement of Science (AAAS)}, author={Tsuda, Akihiko and Osuka, Atsuhiro}, year={2001}, month=jul, pages={79–82} }