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Issue 2, 2020
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Anchoring and packing of self-assembled monolayers of semithio-bambusurils on Au(111)

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Abstract

Semithio-bambusurils are a unique family of anion-binding host macrocycles that form self-assembled monolayers (SAMs) on Au(111). SAMs of semithio-bambus[n]uril homologs with different cage sizes (1: n = 4; 2: n = 6) have been investigated using electrochemistry, X-ray photoelectron spectroscopy (XPS), scanning tunneling microscopy (STM), and molecular dynamics (MD) simulations. Electrochemical measurements showed that electron transfer occurs via tunneling through the SAMs, and the low resistivity indicated an open layer architecture. XPS confirmed that thiocarbonyl sulfur atoms are chemisorbed to the Au(111) surface, and STM revealed the formation of ordered domains in a rectangular lattice for 1 and a highly ordered triangular/hexagonal lattice for 2. MD simulations substantiated the STM data by quantifying the balance between molecule–surface bonding, molecular conformations, and supramolecular packing that drive the formation of SAMs that maximize their surface coverage within the limits of conformational strain.

Graphical abstract: Anchoring and packing of self-assembled monolayers of semithio-bambusurils on Au(111)

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Article information


Submitted
22 Oct 2019
Accepted
16 Dec 2019
First published
17 Dec 2019

This article is Open Access

Mol. Syst. Des. Eng., 2020,5, 511-520
Article type
Paper

Anchoring and packing of self-assembled monolayers of semithio-bambusurils on Au(111)

P. P. Kunturu, Ö. Kap, K. Sotthewes, P. Cazade, H. J. W. Zandvliet, D. Thompson, O. Reany and J. Huskens, Mol. Syst. Des. Eng., 2020, 5, 511
DOI: 10.1039/C9ME00149B

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