1 research outputs found
Single-Electron Oxidation/Alterable C3- and C10-Arylation of 9‑MeO-phenanthrene
A reactivity pattern for C3-arylation
of 9-MeO-phenanthrene has
been established for the first time by using 2-naphthyl amines as
coupling partners. A series of phenanthrene- and naphthalene-based
multifunctionalized polycyclic aromatic hydrocarbons have been obtained
in good to excellent yields. Alternative C10-arylation of 9-MeO-phenanthrene
has also been accomplished, using 2-naphthalenol derivatives as coupling
partners. Trifluoroacetic acid is found crucial for the regioselectivity.
Density functional theory calculations and electrochemical analyses
have been performed to rationalize the reaction mechanism