Iridium Complex of N-Fused Bilatrienone: Oxidative Cleavage of N-Fused Porphyrin Induced by Iridium-Cyclooctadiene Complexation

Jibin Alex Abraham, Shigeki Mori, Masatoshi Ishida, Hiroyuki Furuta

Research output: Contribution to journalArticlepeer-review

Abstract

N-fused porphyrin (NFP) is a unique class of photostable near-infrared dyes with an 18π aromatic tetrapyrrole macrocyclic skeleton containing a tri-fused pentacyclic moiety. Here, the synthesis of an iridium complex of N-fused bilatrienone is reported as the degradation product of Ir-cyclooctadiene (cod)-induced oxidative cleavage of NFP under aerobic conditions. Similar to the native bilin chromophores, the ring-opened complex featured a broken π-conjugation circuit and exhibited a broad visible absorption band. In contrast, metalation of NFP using an iridium(I)(cod) complex under an inert atmosphere resulted in the formation of a cod-isomerized (κ13-C8H12)-Ir complex.

Original languageEnglish
Pages (from-to)8268-8272
Number of pages5
JournalChemistry - A European Journal
Volume27
Issue number32
DOIs
Publication statusPublished - Jun 4 2021

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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