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Synthesis of Fluorine-Containing Molecular Rotors and Their Assembly on Gold Nanoparticles

✍ Scribed by Dominic Thibeault; Michèle Auger; Jean-François Morin


Book ID
102831153
Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
676 KB
Volume
2010
Category
Article
ISSN
1434-193X

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✦ Synopsis


Abstract

A series of eight rotors containing thiol groups for attachment to gold surfaces and fluorine atoms for solid‐state ^19^F NMR spectroscopy have been prepared through linear, multistep synthesis. The common rotating part of the rotors (rotator), consisting of a 2,6‐difluorobenzene moiety, is introduced into the rotor structure through an unusual regioselective Sonogashira coupling with 2,6‐difluoro‐1,4‐diiodobenzene. Rotors with different bulky trityl headgroups were prepared, along with their linear, less hindered analogues. These molecular rotors were assembled on gold nanoparticles (AuNPs) and preliminary characterization was performed on these AuNPs in order to study the effects of the sizes of the molecules on the packing behaviour on the AuNP surfaces. As expected, we found that linear molecules adopt more closely packed structures on the surfaces than their bulky analogues. This offers a very promising opportunity to study rotation dynamics at the molecular level by solid‐state NMR spectroscopy.


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