Luminescent Chiral Furanol-PAHs via Straightforward Ni-Catalysed C -F Functionalization: Mechanistic Insights into the Scholl Reaction.

Here we report the stepwise synthesis of new nanographenes (NGs) and polycyclic aromatic hydrocarbons (PAHs) obtained via Scholl ring fusion applied at aromatic homologation compounds, which are obtained through one-step Ni-catalysed C -F functionalization. The latter are rapidly accessed valid precursors for the Scholl reaction, and screening of experimental conditions allowed us to describe for the first time furanol-bearing PAHs. Mechanistic insights are obtained by DFT to rationalize the formation of the furanol PAHs under moderately acidic conditions.

Nickel-Catalyzed C -OMe Functionalization for Chemoselective Aromatic Homologation En Route to Nanographenes.

A Ni-catalyzed C -OMe ortho-functionalization methodology to form chemoselectively alkyne monoannulation or aromatic homologation products is reported as a novel protocol towards the valorisation of substrates containing C -OMe units. Double activation of C -OMe and C -F bonds is also demonstrated. Further use of aromatic homologation products towards the synthesis of nanographene-like compounds is described.