Graphene Oxide Catalyzed C−H Bond Activation: The Importance of Oxygen Functional Groups for Biaryl Construction. (6th January 2016)

• Record Type: Journal Article
• Authors: Gao, Yongjun; Tang, Pei; Zhou, Hu; Zhang, Wei; Yang, Hanjun; Yan, Ning; Hu, Gang; Mei, Donghai; Wang, Jianguo; Ma, Ding
• Is Part Of: Angewandte Chemie. Volume 128:Number 9(2016)
• Page Start: 3176
• Page End: 3180
• Publication Date: 2016-01-06
• Subjects: Arylierungen -- Graphenoxid -- Heterogene Katalyse -- Kohlenstoff; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201510081
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: A heterogeneous, inexpensive, and environmentally friendly graphene oxide catalytic system for the C−H bond arylation of benzene enables the formation of biaryl compounds in the presence of aryl iodides. The oxygen functional groups in these graphene oxide sheets and the addition of KO t Bu are essential for the observed catalytic activity. Reactions with various model compounds and DFT calculations confirmed that these negatively charged oxygen atoms promote the overall transformation by stabilizing and activating K + ions, which in turns facilitates the activation of the C−I bond. However, the graphene π system also greatly facilitates the overall reaction as the aromatic coupling partners are easily adsorbed.