Spatially Controlled Aryl Radical Grafting of Graphite Surfaces Guided by Self-Assembled Molecular Networks of Linear Alkane Derivatives : The Importance of Conformational Dynamics

The covalent functionalization of carbon surfaces with nanometer-scale precision is of interest because of its potential in a range of applications. We herein report the controlled grafting of graphite surfaces using electrochemically generated aryl radicals templated by self-assembled molecular net...

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Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 39(2023), 17 vom: 02. Mai, Seite 5986-5994
1. Verfasser: Aoi, Sota (VerfasserIn)
Weitere Verfasser: Hirose, Shingo, Soeda, Wakana, Kaneko, Hiromasa, Mali, Kunal S, De Feyter, Steven, Tahara, Kazukuni
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2023
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article
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520 |a The covalent functionalization of carbon surfaces with nanometer-scale precision is of interest because of its potential in a range of applications. We herein report the controlled grafting of graphite surfaces using electrochemically generated aryl radicals templated by self-assembled molecular networks (SAMNs) of bisalkylurea derivatives. A bisalkylurea derivative having two butoxy units acts as a template for the covalent functionalization of aryl groups in between self-assembled rows of this molecule. In contrast, grafting occurs without a spatial order when an SAMN of bis(tetradecyl)urea was used as a template. This indicates that a degree of dynamics at the alkyl termini is required to favor controlled covalent attachment, a situation that is suppressed by strong intrarow intermolecular interactions resulting from the hydrogen bonding of the urea groups, but favored by terminal short alkoxy groups. The present information is useful for understanding the mechanism of the template-guided aryl radical grafting and the molecular design of new generations of template molecules 
650 4 |a Journal Article 
700 1 |a Hirose, Shingo  |e verfasserin  |4 aut 
700 1 |a Soeda, Wakana  |e verfasserin  |4 aut 
700 1 |a Kaneko, Hiromasa  |e verfasserin  |4 aut 
700 1 |a Mali, Kunal S  |e verfasserin  |4 aut 
700 1 |a De Feyter, Steven  |e verfasserin  |4 aut 
700 1 |a Tahara, Kazukuni  |e verfasserin  |4 aut 
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