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Tailored Formation of N-Doped Nanoarchitectures by Diffusion-Controlled on-Surface (Cyclo)Dehydrogenation of Heteroaromatics

AuthorsPinardi, Anna Lisa ; Otero, Gonzalo ; Palacio, Irene ; Martínez, José I. ; Sánchez-Sánchez, Carlos ; Tello Ruiz, Marta ; Rogero, Celia ; Cossaro, Albano; Preobrajenski, Alexei; Gómez-Lor, Berta ; Jancarik, Andrej; Stará̈, Irena G.; Starý, Ivo; López, María Francisca ; Méndez, Javier ; Martín-Gago, José A.
KeywordsBottom-up assembling
Heteroaromatic polymer
N-doped nanographene
Surface diffusion
Surface-assisted dehydrogenation
Issue Date2013
PublisherAmerican Chemical Society
CitationACS Nano 7(4): 3676-3684 (2013)
AbstractSurface-assisted cyclodehydrogenation and dehydrogenative polymerization of polycyclic (hetero)aromatic hydrocarbons (PAH) are among the most important strategies for bottom-up assembly of new nanostructures from their molecular building blocks. Although diverse compounds have been formed in recent years using this methodology, a limited knowledge on the molecular machinery operating at the nanoscale has prevented a rational control of the reaction outcome. We show that the strength of the PAH–substrate interaction rules the competitive reaction pathways (cyclodehydrogenation versus dehydrogenative polymerization). By controlling the diffusion of N-heteroaromatic precursors, the on-surface dehydrogenation can lead to monomolecular triazafullerenes and diazahexabenzocoronenes (N-doped nanographene), to N-doped oligomeric or polymeric networks, or to carbonaceous monolayers. Governing the on-surface dehydrogenation process is a step forward toward the tailored fabrication of molecular 2D nanoarchitectures distinct from graphene and exhibiting new properties of fundamental and technological interest.
Publisher version (URL)http://dx.doi.org/10.1021/nn400690e
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