Supramolecular system composed of B12 model complex and organic photosensitizer: Impact of the corrin framework of B12 on the visible-light-driven dechlorination without the use of noble metals

Keishiro Tahara, Kumiko Mikuriya, Takahiro Masuko, Jun Ichi Kikuchi, Yoshio Hisaeda

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

The visible-light-driven dechlorination system without the use of a noble metal has been developed. We screened the combination of cobalt catalysts having square-planar monoanionic ligands (hydrophobic B12 model complex 1/imine-oxime type complex 2) and typical red dyes (Rose Bengal 3/Rhodamine B 4/Nile Red 5) for the construction of a dehalogenation system via a noble-metal-free and visible-light-driven process. The combination of the hydrophobic B12 model complex 1 and Rose Bengal 3 exhibited the highest catalytic activity to 1,1-bis(4-chlorophenyl)-2,2,2-trichloroethane (DDT) to form the monodechlorinated compound, 1,1-bis(4-chlorophenyl)-2,2-dichloroethane, as the major product. The prolonged photocatalysis of DDT by the B12-Rose Bengal system afforded the tri-dechlorinated compound, trans-4,4′-dichlorostilbene, as the major product. Furthermore, we investigated the mechanism of the dehalogenation cycle using various methods such as UV-vis spectroscopy and laser flash photolysis. Finally, we clarified the advantage of using the hydrophobic B12 model complex 1 as an electron acceptor as well as a cobalt catalyst in the organic dye-involved photocatalysis.

Original languageEnglish
Pages (from-to)141-150
Number of pages10
JournalSupramolecular Chemistry
Volume28
Issue number1-2
DOIs
Publication statusPublished - Feb 1 2016

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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