Direct Near Infrared Light–Activatable Phthalocyanine Catalysts

Yoshino Katsurayama, Yasuhiro Ikabata, Hajime Maeda, Masahito Segi, Hiromi Nakai, Taniyuki Furuyama*

*この研究の対応する著者

研究成果: Article査読

1 被引用数 (Scopus)

抄録

The high penetration of near-infrared (NIR) light makes it effective for use in selective reactions under light-shielded conditions, such as in sealed reactors and deep tissues. Herein, we report the development of phthalocyanine catalysts directly activated by NIR light to transform small organic molecules. The desired photocatalytic properties were achieved in the phthalocyanines by introducing the appropriate peripheral substituents and central metal. These phthalocyanine photocatalysts promote cross-dehydrogenative-coupling (CDC) under irradiation with 810 nm NIR light. The choice of solvent is important, and a mixture of a reaction-accelerating (pyridine) and -decelerating (methanol) solvents was particularly effective. Moreover, we demonstrate photoreactions under visible-light-shielded conditions through the transmission of NIR light. A combined experimental and computational mechanistic analysis revealed that this NIR reaction does not involve a photoredox-type mechanism with electron transfer, but instead a singlet-oxygen-mediated mechanism with energy transfer.

本文言語English
論文番号e202103223
ジャーナルChemistry - A European Journal
28
2
DOI
出版ステータスPublished - 2022 1月 10

ASJC Scopus subject areas

  • 触媒
  • 有機化学

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