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Metal-Bridging Cyclic Bilatriene Analogue Affords Stable π-Radicaloid Dyes with Near-Infrared II Absorption.

Aninda Ghosh1, Shigeki Mori2, Yuki Ide3

  • 1Department of Chemistry, Graduate School of Sciences, Tokyo Metropolitan University, Hachioji, 192-0397, Japan.

Angewandte Chemie (International Ed. in English)
|December 10, 2024
PubMed
Summary

New metal radicaloid complexes synthesized from bilatriene pigments exhibit high stability and unique near-infrared absorption for potential use as imaging agents.

Keywords:
metal coordinationnear-infrared lightphotoacousticporphyrinoidradical

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Area of Science:

  • Supramolecular Chemistry
  • Organometallic Chemistry
  • Materials Science

Background:

  • Tetrapyrrolic pigments like bilatriene are versatile organic scaffolds.
  • Metal complexes often exhibit unique photophysical properties.
  • N-confused analogues can alter electronic and coordination properties.

Purpose of the Study:

  • To synthesize novel stable neutral metal radicaloid complexes.
  • To investigate the metal binding capabilities of modified bilatriene.
  • To explore the photophysical properties and potential applications of these complexes.

Main Methods:

  • Synthesis of modified bilatriene pigments.
  • Complexation with iridium(I) and rhodium(I) cyclooctadiene (COD) synthons.
  • Characterization of the resulting metal radicaloid complexes.

Main Results:

  • Stable neutral metal radicaloid complexes were successfully synthesized.
  • Metal-COD cations were coordinated to outer nitrogen sites of N-confused bilatriene.
  • The complexes exhibited a distinct second near-infrared (NIR-II) absorption up to 1500 nm.
  • High photostability and facile redox conversion were observed.

Conclusions:

  • The novel metal radicaloid complexes are stable under ambient conditions.
  • These complexes possess unique NIR-II absorption properties.
  • They show potential as photothermal and photoacoustic imaging contrast agents.