Related Experiment Video
Updated: Mar 23, 2026

Fabrication of Three-Dimensional Graphene-Based Polyhedrons via Origami-Like Self-Folding
Published on: September 23, 2018
Mono- and Ditopic Bisfunctionalization of Graphene
Kathrin C Knirsch1, Ricarda A Schäfer1, Frank Hauke1
1Department of Chemistry and Pharmacy & Joint Institute of Advanced Materials and Processes (ZMP), Friedrich-Alexander University of Erlangen-Nürnberg, Henkestrasse 42, 91054, Erlangen, Germany.
Researchers report the first bisfunctionalization of graphene using sequential reduction and covalent bonding. This method allows for bulk functionalization in dispersion and on individual sheets, enabling strain-free architectures.
Area of Science:
- Materials Science
- Nanotechnology
- Organic Chemistry
Background:
- Graphene's unique properties make it a promising material for various applications.
- Controlling graphene's surface chemistry is crucial for its effective utilization.
- Previous functionalization methods have limitations in achieving controlled bisfunctionalization.
Purpose of the Study:
- To report the first successful bisfunctionalization of graphene.
- To develop a method for sequential reduction and covalent bond formation on graphene.
- To investigate functionalization strategies for both bulk graphene and individual sheets.
Main Methods:
- Employing two successive steps: reduction and covalent bond formation.
- Performing bulk functionalization in dispersion.
- Conducting functionalization on individual graphene sheets deposited on surfaces.
Main Results:
- Achieved bisfunctionalization of graphene for the first time.
- Demonstrated successful functionalization in both dispersion and on deposited sheets.
- Observed that functionalization in dispersion allows for attacks on both sides of the graphene basal plane, leading to strain-free architectures.
- Identified that retrofunctionalizations can be significant on deposited sheets when the addend's anionic leaving group is strong.
Conclusions:
- The developed method provides a novel route for graphene bisfunctionalization.
- The strategy allows for tailored functionalization based on the substrate (bulk vs. individual sheets).
- Understanding leaving group ability is critical for controlling functionalization on individual sheets.
More Related Videos
Related Concept Videos
Prochirality
Hybridization of Atomic Orbitals II
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
VSEPR Theory and the Effect of Lone Pairs
Hybridization of Atomic Orbitals I
Hydroboration-Oxidation of Alkenes

