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Synlett 2021; 32(01): 30-44
DOI: 10.1055/s-0040-1707197
DOI: 10.1055/s-0040-1707197
account
Taming Nitrene Reactivity with Silver Catalysts
J.M.S. is grateful to the National Science Foundation (NSF, Grant No. 1664374) for financial support of this research. The Paul Bender Chemistry Instrumentation Center was supported by: Thermo Q ExactiveTM Plus by the National Institutes of Health (NIH, Grant No. 1S10 OD020022-1); Bruker Quazar APEX2 and Bruker Avance-500 by a generous gift from Paul J. and Margaret M. Bender; Bruker Avance-600 by the National Institutes of Health (NIH, Grant No. S10 OK012245); Bruker Avance-400 by the National Science Foundation (NSF, Grant No. CHE-1048642) and the University of Wisconsin-Madison; Varian Mercury-300 by the National Science Foundation (NSF, Grant No. CHE-0342998).Further Information
Publication History
Received: 29 May 2020
Accepted after revision: 12 June 2020
Publication Date:
29 July 2020 (online)
◊ Indicates equal authorship.
Abstract
Nitrene transfer (NT) is a convenient strategy to directly transform C–H bonds into more valuable C–N bonds and exciting advances have been made to improve selectivity. Our work in silver-based NT has shown the unique ability of this metal to enable tunable chemo-, site-, and stereoselective reactions using simple N-dentate ligand scaffolds. Manipulation of the coordination environment and noncovalent interactions around the silver center furnish unprecedented catalyst control in selective NT and provide insights for further improvements in the field.
1 Introduction
1.1 Strategies for Nitrene Transfer
1.2 Brief Summary of Chemocatalyzed Nitrene Transfer
1.3 Focus of this Account
2 Challenges in Chemocatalyzed Nitrene Transfer
2.1 Reactivity Challenges
2.2 Selectivity Challenges
2.3 Chemoselective Nitrene Transfer
2.4 Site-Selective Nitrene Transfer
2.5 Enantioselective Nitrene Transfer
3 Summary and Perspective
3.1 Future Opportunities and Challenges
3.2 Conclusion
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