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arXiv · 1805.09132

Reductive Functionalization of Graphenides with Nickel(II) Porphyrin Diazonium Compounds

Hui-Lei Hou·Daniela Dasler·Frank Hauke·Andreas Hirsch
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Abstract

A novel type of a graphene/porphyrin hybrid with a direct covalent linker between graphene and a nickel(II) tetraphenylporphyrin unit has successfully been synthesized by the reductive exfoliation/functionalization of potassium intercalated graphite as starting material. Moreover, we directly compared the reactivity of two structurally different porphyrin derivatives, namely, meso-NiTPP-N2+, with the diazonium group in 4-position of a peripheral phenyl ring and a novel \b{eta} NiTPP N2+ diazonium cation, where the diazonium group is directly attached to the \b{eta}-pyrrolic position of the 18 {\pi} electron core. Due to sterical restraints, this intermediately generated porphyrin radical can not attack the extended {\pi}-surface of graphene and only a functionalization of present dangling bonds at the flake edges may be obtained in this case. All reaction products have been analyzed in detail be means of Raman- and UV/Vis spectroscopy as well as thermogravimetric analysis.

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Hui-Lei Hou, Daniela Dasler, Frank Hauke, Andreas Hirsch. 2018-05-04. Reductive Functionalization of Graphenides with Nickel(II) Porphyrin Diazonium Compounds. https://doi.org/10.1002/pssr.201700306

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