Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 6, Pages 1415-1421Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201604700
Keywords
diazonium compounds; electrochemistry; radicals; redox chemistry; surface chemistry
Categories
Funding
- ACMOL [618082]
- Swiss National Science Foundation [200020-144471]
- ERC [StG 2012-306826]
- e-GAMES
- ITN iSwitch [642196]
- Networking Research Center of Bioengineering, Biomaterials and Nanomedicine (CIBER-BBN)
- DGI (Spain) [BE-WELL CTQ2013-40480-R]
- Generalitat de Catalunya [2014-SGR-17]
- Spanish Ministry of Economy and Competitiveness, through Severo Ochoa Programme [SEV-2015-0496]
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A novel, persistent, electrochemically active perchlorinated triphenylmethyl (PTM) radical with a diazonium functionality has been covalently attached to highly ordered pyrolytic graphite (HOPG) by electrografting in a single-step process. Electrochemical scanning tunneling microscopy (EC-STM) and Raman spectroscopy measurements revealed that PTM molecules had a higher tendency to covalently react at the HOPG step edges. The cross-section profiles from EC-STM images showed that there was current enhancement at the functionalized areas, which could be explained by redox-mediated electron tunneling through surface-confined redox-active molecules. Cyclic voltammetry clearly demonstrated that the intrinsic properties of the organic radical were preserved upon grafting and DFT calculations also revealed that the magnetic character of the PTM radical was preserved.
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