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An Anodic Method for Covalent Attachment of Molecules to Electrodes through an Ethynyl Linkage

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Department of Chemistry, University of Vermont, Burlington, Vermont 05405, United States
Cite this: J. Am. Chem. Soc. 2013, 135, 8, 2939–2942
Publication Date (Web):February 5, 2013
https://doi.org/10.1021/ja312405h
Copyright © 2013 American Chemical Society

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    Abstract

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    Electroactive organometallic molecules have been covalently attached to electrode surfaces through an ethynyl linkage. The process takes advantage of ethynyl-based radicals generated by anodic oxidation of a lithio-activated terminal ethynyl group. Electrophores containing redox-active ferrocene, cymantrene, or cobaltocenium moieties have been deposited at the one-to-three monolayer level. Both metal-based and ligand-based chemical reactions have been carried out on the surface-modified systems.

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    Experimental procedures for the electrode modifications, a table of potentials relevant to this work, sample cyclic voltammograms, and the preparation of new compounds 4, 5, and 6. This material is available free of charge via the Internet at http://pubs.acs.org.

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