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N-Heterocyclic Carbenes Reduce and Functionalize Copper Oxide Surfaces in a Single Step

preprint
submitted on 28.01.2020 and posted on 29.01.2020 by Alex Veinot, abrar al-rashed, J. Daniel Padmos, Mina R. Narouz, Paul A. Lummis, Christopher J. Baddeley, Cathleen Crudden, J. Hugh Horton
Benzimidazolium hydrogen carbonate salts have been shown to act as N-heterocyclic carbene precursors which can remove oxide from copper oxide surfaces and functionalize the resulting metallic surfaces in a single step. Both the surfaces and the etching products are fully characterized by spectroscopic methods. Analysis of surfaces before and after NHC treatment by X-ray photoelectron spectroscopy demonstrates the complete removal of copper(II) oxide. Using 13C-labelling, we determine that the products of this transformation include a cyclic urea, a ring-opened formamide and a bis-carbene copper(I) complex. These results illustrate the potential of NHCs to functionalize a much broader class of metals, including those prone to oxide treatment, greatly facilitating the preparation of NHC-based films on metals other than gold.

History

Email Address of Submitting Author

Cruddenc@chem.queensu.ca

Institution

Queen's University

Country

Canada

ORCID For Submitting Author

0000-0003-2154-8107

Declaration of Conflict of Interest

there is no conflict of interest

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