Spontaneous assembly of silylethane-thiol derivatives on Au(111): a chemically robust thiol protecting group as the precursor for the direct formation of aromatic gold thiolate monolayers.

Chem Commun (Camb)

Equipe Architectures Moléculaires et Matériaux Nanostructurés, UMR CNRS 5253, Institut Charles Gerhardt, Ecole Nationale Supérieure de Chimie de Montpellier, 8 rue de l'Ecole Normale, 34293 Montpellier Cedex, France.

Published: May 2015

Self-assembled monolayers (SAMs) on gold were obtained by the direct absorption of a fully conjugated phenylenethienylene derivative () presenting robust silylethane-thiol protecting groups as anchoring agents. The thiol deprotection and SAM formation have been evidenced by quartz crystal microbalance (QCM) measurements and X-ray photoelectron spectroscopy (XPS), and have been compared to the SAM obtained from its thioacetate analog (5). The chemically robust silylethane-thiol protecting group appeared as a surprisingly effective anchoring agent for the preparation of aromatic SAMs on Au(111), suitable for subsequent post-functionalization.

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http://dx.doi.org/10.1039/c5cc00600gDOI Listing

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