Abstract
Significant progress has been made over the last decades in surface functionalization of coinage metals using thiols and more recently N-heterocyclic carbenes. As shown in this work, mesoionic carbenes (MICs) provide straightforward access to a novel class of surface ligands including electroactive ones and thus materials. Importantly, MICs are easily accessed from triazolium salts (TS) onto which functional groups may be attached with little synthetic effort. Here, we present a library of TS that were further converted, in situ, into MICs and grafted onto gold surfaces. The modified surfaces were thoroughly characterized by advanced spectroscopic methods such as XPS, infrared and Tip-Enhanced Raman Spectroscopy. Through cyclic voltammetry at 100 Vs-1, we could evaluate the surfacic concentration of the grafted molecules for electroactive MICs. We also prepared mixed MIC/thiol self-assembled monolayers, which opens the route to multifunctional surfaces.
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