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Electrochemical Deposition of Addressable N-Heterocyclic Carbene Monolayers

preprint
submitted on 06.01.2020 and posted on 07.01.2020 by Einav Amit, Shahar Dery, Suhong Kim, Anirban Roy, Qichi Hu, F. Dean Toste, Elad Gross
Herein, we introduce an electrochemical based approach for surface-anchoring of N-heterocyclic carbene (NHC) monolayers. The deposition process is based on in-situ formation of hydroxide ions by water reduction under negative potential. The hydroxide ions function as a base for deprotonation of the imidazole cations for the formation of active carbenes that self-assemble on the electrode's surface. Therefore, the electrochemical deposition does not require dry conditions or the addition of external base for carbene activation. The high temporal and spatial proximity between the NHC's activation and surface anchoring enabled the formation of well-ordered monolayers of NHCs on Au surfaces with higher density and stability than those achieved using liquid-phase deposition.

Funding

ERC Starting Grant - MapCat - 802769

History

Email Address of Submitting Author

elad.gross@mail.huji.ac.il

Institution

The Hebrew University

Country

Israel

ORCID For Submitting Author

0000-0002-8330-7299

Declaration of Conflict of Interest

The authors declare no competing financial interests.

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