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.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
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)

Urheber
Holzwarth, Johannes
Amsharov, Konstantin
Sharapa, Dmitry
Reger, David
Roshchyna, Kateryna
Lungerich, Dominik
Jux, Norbert
Hauke, Frank
Clark, Timothy
Hirsch, Andreas

DOI
10.1002/anie.201706437
URN
urn:nbn:de:101:1-2022092109292731182736
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:36 MESZ

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