4.7 Article

Photocatalytic function of the B12 complex with the cyclometalated iridium(III) complex as a photosensitizer under visible light irradiation

Journal

DALTON TRANSACTIONS
Volume 47, Issue 3, Pages 675-683

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7dt03742b

Keywords

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Funding

  1. KAKENHI from Japan Society for the Promotion of Science (JSPS) [23550125, JP16H01035, JP16H04119]
  2. Iwatani Naoji Foundation [16-4313]
  3. MISP of Korea through Creative Materials Discovery Program [2015M3D1A1070639]
  4. National Research Foundation of Korea [2015M3D1A1070639] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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A visible light induced three-component catalytic system with the cobalamin derivative (B-12) as a catalyst, the cyclometalated iridium(III) complex (Irdfppy, Irppy, Irpbt and [Ir{dF(CF3)ppy}(2)(dtbpy)]PF6) as a photosensitizer and triethanolamine as an electron source under N-2 was developed. This catalytic system showed a much higher catalytic efficiency than the previous catalytic system using [Ru(II)(bpy)(3)]Cl-2 as the photosensitizer for the dechlorination reaction of 1,1-bis(4-chlorophenyl)-2,2,2-trichloroethane (DDT). Noteworthy is the fact that the remarkable high turnover number (over ten thousand) based on B-12, which ranks at the top among the reported studies, was obtained when Irdfppy was used as a photosensitizer. This photocatalytic system was also successfully applied to the B-12 enzyme-mimic reaction, i.e., the 1,2-migration of the phenyl group of 2-bromomethyl-2-phenylmalonate. The plausible reaction mechanism was proposed, which involved two quenching pathways, an oxidative quenching pathway and a reductive quenching pathway, to be responsible for the initial electron transfer of the excited-state photosensitizers during the DDT dechlorination reaction. Transient photoluminescence experiments revealed that the oxidative quenching of the photosensitizer dominated over the reductive quenching pathway.

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