Halogenase-Inspired Oxidative Chlorination Using Flavin Photocatalysis.

ABSTRACT: Chlorine gas or electropositive chlorine reagents are used to prepare chlorinated aromatic compounds, which are found in pharmaceuticals, agrochemicals, and polymers, and serve as synthetic precursors for metal-catalyzed cross-couplings. Nature chlorinates with chloride anions, FAD-dependent halogenases, and O2 as the oxidant. A photocatalytic oxidative chlorination is described based on the organic dye riboflavin tetraacetate mimicking the enzymatic process. The chemical process allows within the suitable arene redox potential window a broader substrate scope compared to the specific activation in the enzymatic binding pocket.

SUBMITTER: Hering T 

PROVIDER: S-EPMC5069574 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature