Facile Covalent Modification of a Highly Ordered Pyrolytic Graphite Surface via an Inverse Electron Demand Diels–Alder Reaction under Ambient Conditions

Chemical derivatization of an sp2-hybridized carbon surface under ambient conditions is a challenge. Tetrazine-linked compounds are shown to react with an sp2-hybridized 2D carbon surface (highly ordered pyrolytic graphite) under ambient conditions, via an inverse electron demand Diels–Alder reactio...

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Published inChemistry of materials Vol. 26; no. 17; pp. 5058 - 5062
Main Authors Zhu, Jun, Hiltz, Jonathan, Mezour, Mohamed Amine, Bernard-Gauthier, Vadim, Lennox, R. Bruce, Schirrmacher, Ralf
Format Journal Article
LanguageEnglish
Published American Chemical Society 09.09.2014
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Summary:Chemical derivatization of an sp2-hybridized carbon surface under ambient conditions is a challenge. Tetrazine-linked compounds are shown to react with an sp2-hybridized 2D carbon surface (highly ordered pyrolytic graphite) under ambient conditions, via an inverse electron demand Diels–Alder reaction. Taking advantage of the facile derivatization of dichlorotetrazine with thiol- or hydroxyl-containing molecules, a variety of tetrazine-terminated functional molecules can be prepared and applied to the preparation of functional carbon materials. The methodology described here is the mildest approach reported to date for the derivatization of an sp2-hybridized carbon surface.
ISSN:0897-4756
1520-5002
DOI:10.1021/cm502253y