0000000000428798
AUTHOR
Haiming Zhang
Benzo-Fused Periacenes or Double Helicenes? Different Cyclodehydrogenation Pathways on Surface and in Solution
Controlling the regioselectivity of C-H activation in unimolecular reactions is of great significance for the rational synthesis of functional graphene nanostructures, which are called nanographenes. Here, we demonstrate that the adsorption of tetranaphthyl- p-terphenyl precursors on metal surfaces can completely change the cyclodehydrogenation route and lead to obtaining planar benzo-fused perihexacenes rather than double [7]helicenes during solution synthesis. The course of the on-surface planarization reactions is monitored using scanning probe microscopy, which unambiguously reveals the formation of dibenzoperihexacenes and the structures of reaction intermediates. The regioselective pl…
A new on-surface synthetic pathway to 5-armchair graphene nanoribbons on Cu(111) surfaces
We report a new pathway to fabricate armchair graphene nanoribbons with five carbon atoms in the cross section (5-AGNRs) on Cu(111) surfaces. Instead of using haloaromatics as precursors, the 5-AGNRs are synthesized via a surface assisted decarboxylation reaction of perylene-3,4,9,10-tetracarboxylic dianhydride (PTCDA). The on-surface decarboxylation of PTCDA can produce extended copper–perylene chains on Cu(111) that are able to transform into graphene nanoribbons after annealing at higher temperatures (ca. 630 K). Due to the low yield (ca. 20%) of GNRs upon copper extrusion, various gases are introduced to assist the transformation of the copper–perylene chains into the GNRs. Typical redu…