On-surface
synthesis has emerged in the last decade as a method
to create graphene nanoribbons (GNRs) with atomic precision. The underlying
premise of this bottom-up strategy is that precursor molecules undergo
a well-defined sequence of inter- and intramolecular reactions, leading
to the formation of a single product. As such, the structure of the
GNR is encoded in the precursors. However, recent examples have shown
that not only the molecule, but also the coinage metal surface on
which the reaction takes place, plays a decisive role in dictating
the nanoribbon structure. In this work, we use scanning probe microscopy
and X-ray photoelectron spectroscopy to investigate the behavior of
10,10′-dichloro-9,9′-bianthryl (DCBA) on Ag(111). Our
study shows that Ag(111) can induce the formation of both seven-atom
wide armchair GNRs (7-acGNRs) and 3,1-chiral GNRs (3,1-cGNRs), demonstrating
that a single molecule on a single surface can react to different
nanoribbon products. We additionally show that coadsorbed dibromoperylene
can promote surface-assisted dehydrogenative coupling in DCBA, leading
to the exclusive formation of 3,1-cGNRs.