Beilstein J. Org. Chem.2020,16, 544–550, doi:10.3762/bjoc.16.51
effectively provided various tetrabenzo[a,d,j,m]coronenes in short steps from readily available starting materials. Tetrabenzo[a,d,j,m]coronenes possessing two different types of substituents were obtained selectively by sequential chemoselective C–Oarylation and C–H arylation. The 1H NMR spectra of the
tetrabenzo[a,d,j,m]coronene product indicated its self-assembling behavior in CDCl3.
Keywords: C–H arylation; C–Oarylation; oxidative cyclization; polycyclic aromatic hydrocarbons; ruthenium catalyst; Introduction
Polycyclic aromatic hydrocarbons (PAHs) and their derivatives have attracted much attention
reactions have been increasingly utilized in recent years for the rapid expansion of the aromatic frameworks [10][11][12][13][14][15].
We have been working on the efficient syntheses of PAH derivatives based on the ruthenium-catalyzed C–H/C–Oarylation reactions developed in our group [16][17][18][19][20
PDF
Graphical Abstract
Scheme 1:
Projected synthetic routes for 3,6,13,16-tetrasubstituted tetrabenzo[a,d,j,m]coronenes.