Edge-Decorated Polycyclic Aromatic Hydrocarbons by an Oxidative Coupling Approach.

ABSTRACT: Oxidative phenol coupling reduces reliance on halo/metalated substrates used in conventional redox neutral couplings. A new strategy for constructing polycyclic aromatic hydrocarbons (PAHs) that incorporates oxidative phenol coupling is outlined in a three-stage approach: oxidative fragment coupling, linking of the two resultant units, and oxidative cyclization. The protocol allows rapid assembly of both planar and helical systems with a high degree of edge functionalization. The incorporation of 12 alkoxy groups on systems with 12 rings gave rise to lower optical gaps compared to systems with a lesser degree of edge functionalization.

SUBMITTER: Gilmartin P 

PROVIDER: S-EPMC9957926 | biostudies-literature | 2023 Feb

REPOSITORIES: biostudies-literature