Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 11, 2015
Previous Article Next Article

Tridentate benzylthiols on Au(111): control of self-assembly geometry

Author affiliations

Abstract

A set of hexasubstituted benzene derivatives with three thiol groups in the 1, 3, 5 positions and varied aliphatic substituents in the 2, 4, 6 positions (Me3-BTMT, Et3-BTMT, ODe3-BTMT) has been synthesized and self-assembled on Au(111). The resulting self-assembled monolayers (SAMs) are characterized by scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and electrochemistry. The molecular orientation and long-range order are affected by the “gear effect” of the hexasubstituted benzene ring and van der Waals interactions between the physisorbed alkyl chains drive. Me3-BTMT adopts a standing up orientation which results in the highest molecular surface density but also the lowest degree of chemisorption (1 to 2 Au–S bonds per molecule). In contrast, Et3-BTMT favors a lying down orientation with a greater number of surface-bonded thiol groups (2 to 3) per molecule, associated with the peculiar geometry of this molecule. Finally, ODe3-BTMT adsorbs mainly in a lying down orientation, forming the SAM with the highest degree of chemisorption (all thiol groups are gold-bonded) and the lowest molecular areal density.

Graphical abstract: Tridentate benzylthiols on Au(111): control of self-assembly geometry

Back to tab navigation

Supplementary files

Article information


Submitted
05 Dec 2014
Accepted
09 Feb 2015
First published
12 Feb 2015

Nanoscale, 2015,7, 5014-5022
Article type
Paper
Author version available

Tridentate benzylthiols on Au(111): control of self-assembly geometry

M. A. Mezour, I. I. Perepichka, O. Ivasenko, R. B. Lennox and D. F. Perepichka, Nanoscale, 2015, 7, 5014
DOI: 10.1039/C4NR07207C

Social activity

Search articles by author

Spotlight

Advertisements