π-extended "earring" porphyrins with multiple cavities and near-infrared absorption

Yutao Rao, Taeyeon Kim, Kyu Hyung Park, Fulei Peng, Lei Liu, Yunmei Liu, Bin Wen, Shubin Liu, Steven Robert Kirk, Licheng Wu, Bo Chen, Ming Ma, Mingbo Zhou, Bangshao Yin, Yuexing Zhang, Dongho Kim, Jianxin Song

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15 Citations (Scopus)

Abstract

β,β-tripyrrin-bridged earring porphyrins were synthesized through Suzuki-Miyaura cross coupling reactions. These porphyrinoids have multiple cavities and can accommodate two or three metal ions per molecule. The structures of the porphyrins have been elucidated by x-ray diffraction analysis, and feature curved π planes. The electronic spectra of the porphyrins exhibit near-infrared (NIR) absorptions and metal insertion leads to red-shifted and intensified absorption features. Electrochemical analysis and transient absorption measurements indicated that the porphyrins exhibit effective electronic communication between their central and peripheral moieties. Porphyrins with ears: β,β-Tripyrrin-bridged "earring" porphyrins were synthesized by Suzuki-Miyaura cross coupling reactions. These compounds have multiple cavities that can complex up to three metal ions. The porphyrin structures feature curved π planes, and their electronic spectra show near-infrared (NIR) absorptions. Metal insertion leads to red-shifted and intensified near-infrared absorption features.

Original languageEnglish
Pages (from-to)6438-6442
Number of pages5
JournalAngewandte Chemie - International Edition
Volume55
Issue number22
DOIs
Publication statusPublished - 2016 May 23

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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    Rao, Y., Kim, T., Park, K. H., Peng, F., Liu, L., Liu, Y., Wen, B., Liu, S., Kirk, S. R., Wu, L., Chen, B., Ma, M., Zhou, M., Yin, B., Zhang, Y., Kim, D., & Song, J. (2016). π-extended "earring" porphyrins with multiple cavities and near-infrared absorption. Angewandte Chemie - International Edition, 55(22), 6438-6442. https://doi.org/10.1002/anie.201600955