Synfacts 2016; 12(05): 0533
DOI: 10.1055/s-0035-1562033
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Graphene Oxide Promoted C–H Arylation of Benzene with Aryl Halides

Contributor(s):
Yasuhiro Uozumi
,
Go Hamasaka
Gao Y, Tang P, Zhou H, Zhang W, Yang H, Yan N, Hu G, Mei D, Wang J, * Ma D. * Peking University, Beijing, Zhejiang University of Technology, Hangzhou, Israel Chemicals Ltd., Shanghai, P. R. of China; National University of Singapore, Singapore; and Pacific Northwest National Laboratory, Richland, USA
Graphene Oxide Catalyzed C–H Bond Activation: The Importance of Oxygen Functional Groups for Biaryl Construction.

Angew. Chem. Int. Ed. 2016;
55: 3124-3128
Further Information

Publication History

Publication Date:
18 April 2016 (online)

 

Significance

Graphene oxide promoted the C–H arylation of benzene with aryl halides in the presence of t-BuOK to give the corresponding biaryls in ≤92% GC yield (15 examples).


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Comment

The graphene oxide was characterized by TEM, AFM, Raman spectroscopy, XPS, SEM, and BET analyses. In the reaction of benzene with 4-iodoanisole, the catalytic activity of graphene oxide was superior to that of the other carbon materials (carbon nanotubes: 19% GC yield, active carbon: 11%, carbon black: 19%, natural graphite: 8%).


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