Synthesis of Helically π-Extended N-Confused Porphyrin Dimer via meso-Bipyrrole-Bridge with Near-Infrared-II Absorption Capability.

Chemistry : a European Journal
Kazuhisa YamasumiHiroyuki Furuta

Abstract

Quinoidal dimeric porphyrin dye synthesis exhibiting second near-infrared (NIR-II) absorbability is described herein. A precisely designed meso-pyrrolyl-substituted N-confused porphyrin possesses a distinct metal coordination site at the periphery. Nickel metalation of this compound led to the oxidative C-H coupling between adjacent α-pyrrole rings, affording two dimeric complexes, which exhibited intense NIR-II absorptions ranging from 1000 to 1400 nm. As was evidenced by decreased aromaticity, the quinoidal resonant structures contributed to the emergence of photoacoustic spectral capabilities in the NIR-II window. Thus, the potential of these compounds as prototypical contrast agents in various bioimaging applications has been demonstrated.

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Sep 24, 2004·Angewandte Chemie·Tomoya IshizukaHiroyuki Furuta
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Feb 11, 2020·Journal of the American Chemical Society·Keito ShimomuraHiroyuki Furuta
May 1, 2020·International Journal of Molecular Sciences·Jean Michel MerkesSrinivas Banala

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Citations

May 6, 2021·Chemical Communications : Chem Comm·Arumugan KalaiselvanSabapathi Gokulnath
Sep 14, 2021·ACS Omega·Sruti MondalSanjib Kar

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