Issue 36, 2015

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

Abstract

Self-assembled monolayers (SAMs) on gold were obtained by the direct absorption of a fully conjugated phenylenethienylene derivative (4) 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.

Graphical abstract: 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

Supplementary files

Article information

Article type
Communication
Submitted
21 Jan 2015
Accepted
24 Mar 2015
First published
25 Mar 2015

Chem. Commun., 2015,51, 7622-7625

Author version available

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

C. Niebel, F. Calard, T. Jarrosson, J. Lère-Porte, T. Breton and F. Serein-Spirau, Chem. Commun., 2015, 51, 7622 DOI: 10.1039/C5CC00600G

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