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Synthesis 2021; 53(01): 123-134
DOI: 10.1055/s-0040-1707232
DOI: 10.1055/s-0040-1707232
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Metal-Free Iodoperfluoroalkylation: Photocatalysis versus Frustrated Lewis Pair Catalysis
Authors
This research was funded by the Deutsche Forschungsgemeinschaft (DFG, German Research Foundation) (Grant No. 396890929/GRK 2482). The generous support provided to M. Spittler through a fellowship provided by the Studienstiftung des deutschen Volkes (Doktorandenstipendium) is most gratefully acknowledged.
Further Information
Publication History
Received: 11 May 2020
Accepted after revision: 30 June 2020
Publication Date:
12 August 2020 (online)
In memoriam Professor Rolf Huisgen
Abstract
A comparison of two catalytic, metal-free iodoperfluoroalkylation protocols is presented. Frustrated Lewis pairs [ t Bu3P/B(C6F5)3] or phosphines/phosphites under visible light irradiation efficiently mediate the functionalization of non-activated alkenes and alkynes. A comprehensive account of the corresponding substrate scopes as well as insights into the mechanistic details of both reaction pathways are provided.
Key words
iodoperfluoroalkylation - frustrated Lewis pair - electron donor–acceptor complex - halogenations - radicalsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707232.
- Supporting Information (PDF)
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