Highly Regioselective Alkylation of Hexabenzocoronenes: Fundamental Insights into the Covalent Chemistry of Graphene
Abstract: Hexa‐peri‐hexabenzocoronides (HBC) was successfully used as a model system for investigating the complex mechanism of the reductive functionalization of graphene. The well‐defined molecular HBC system enabled deeper insights into the mechanism of the alkylation of reductively activated nanographenes. The separation and complete characterization of alkylation products clearly demonstrate that nanographene functionalization proceeds with exceptionally high regio‐ and stereoselectivities on the HBC scaffold. Experimental and theoretical studies lead to the conclusion that the intact basal graphene plane is chemically inert and addend binding can only take place at either preexisting defects or close to the periphery.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Highly Regioselective Alkylation of Hexabenzocoronenes: Fundamental Insights into the Covalent Chemistry of Graphene ; volume:56 ; number:40 ; year:2017 ; pages:12184-12190 ; extent:7
Angewandte Chemie / International edition. International edition ; 56, Heft 40 (2017), 12184-12190 (gesamt 7)
- Creator
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Holzwarth, Johannes
Amsharov, Konstantin
Sharapa, Dmitry
Reger, David
Roshchyna, Kateryna
Lungerich, Dominik
Jux, Norbert
Hauke, Frank
Clark, Timothy
Hirsch, Andreas
- DOI
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10.1002/anie.201706437
- URN
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urn:nbn:de:101:1-2022092109292731182736
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:36 AM CEST
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Associated
- Holzwarth, Johannes
- Amsharov, Konstantin
- Sharapa, Dmitry
- Reger, David
- Roshchyna, Kateryna
- Lungerich, Dominik
- Jux, Norbert
- Hauke, Frank
- Clark, Timothy
- Hirsch, Andreas
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Regioselective synthesis of multifullerenes with tuneable solvent affinities
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