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Synthesis 2023; 55(24): 4049-4061
DOI: 10.1055/a-2114-5508
DOI: 10.1055/a-2114-5508
short review
C–H Functionalization of Arenes via NHC-Supported Ni/Al Bimetallic Catalysis
This work is supported by the National Key Research and Development Program of China (2021YFF0701600, 2022YFA1503702), the National Natural Science Foundation of China (92256303, 21821002, 22171280), the Program of Shanghai Academic Research Leader (22XD1424900), the CAS Youth Interdisciplinary Team (JCTD-2021-11), and the Ningbo Natural Science Foundation (2022J017).
Abstract
Despite the C–H functionalization of arenes offering an efficient synthetic route towards functionalized aromatic compounds with high atom- and step-economy, the low reactivity of the C–H bond makes this transformation rather challenging. Compared with mono-metal catalysis, the introduction of bimetallic catalysis would greatly enhance the reactivity and selectivity of this transformation. In this review, we highlight recent progress in the C–H functionalization of arenes via NHC-Ni/Al catalysis. The added aluminum as a co-catalyst would activate arene through Lewis acid-base interaction, and regioselectivity could be controlled through the synergism of NHC-Ni and Al. This strategy could be also applied in enantioselective C–H alkylation with well-designed chiral NHC ligands.
1 Introduction
2 C–H Addition to Alkynes via C–H Activation
3 C–H Alkylation via Ni/Al Bimetallic Catalysis
3.1 Racemic Hydroarylation with Alkenes
3.2 Asymmetric Hydroarylation with Alkenes
4 Conclusion and Outlook
Keywords
nickel catalysis - Lewis acid - C–H functionalization - NHC ligand - bimetallic catalysis - synthetic methodologyPublication History
Received: 25 May 2023
Accepted after revision: 21 June 2023
Accepted Manuscript online:
21 June 2023
Article published online:
15 August 2023
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