Synthesis of a B12-BODIPY dyad for B12-inspired photochemical transformations of a trichloromethylated organic compound

Yuki Anai; Keita Shichijo; Mamoru Fujitsuka; Yoshio Hisaeda; Hisashi Shimakoshi

doi:10.1039/d0cc04274a

Synthesis of a B₁₂-BODIPY dyad for B₁₂-inspired photochemical transformations of a trichloromethylated organic compound

Chem Commun (Camb). 2020 Oct 14;56(80):11945-11948. doi: 10.1039/d0cc04274a. Epub 2020 Sep 15.

Authors

Yuki Anai¹, Keita Shichijo, Mamoru Fujitsuka, Yoshio Hisaeda, Hisashi Shimakoshi

Affiliation

¹ Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Nishi-ku, Motooka, Fukuoka 744, 819-0395, Japan. [email protected] [email protected].

PMID: 32930201
DOI: 10.1039/d0cc04274a

Abstract

A B₁₂ complex-BODIPY dyad was synthesized by peripheral modification of cobalamin derivatives. The photophysical properties of the dyad were investigated by UV-vis, PL, and transient absorption spectroscopy. A visible light-driven dechlorination reaction of a trichlorinated organic compound, DDT, was reported. The dyad showed efficient catalysis for dechlorination under N₂ with turnover numbers of over 220 for the reaction. One-pot syntheses of an ester and amide from DDT and benzotrichloride were also achieved using the dyad under air.