Direct Arylation of 1,10-Phenanthroline Using an Organomagnesium Reagent.

ABSTRACT: Substituted derivatives of 1,10-phenanthroline are important ligands in inorganic chemistry. Such ligands are often synthesized by nucleophilic addition of aryl- or alkyllithium reagents to the carbon positions adjacent to the phenanthroline nitrogens. The typical reaction sequence (organolithium addition, protonolysis, oxidation, and rearomatization) has been widely used and seldom improved. We sought to replace lithium-based reagents with safer reagents based on magnesium (i.e., Grignards). The effective use of an arylmagnesium reagent in the production of a phenanthroline ligand derivative is now disclosed. Additionally, our newly reported method avoids the use of a heterogeneous oxidant (MnO₂) which the traditional method employed in excess. Instead, oxidation due to air exp

SUBMITTER: Hirscher NA 

PROVIDER: S-EPMC12658829 | biostudies-literature | 2025 Nov

REPOSITORIES: biostudies-literature