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4. Metal-Free Iodoperfluoroalkylation: Photocatalysis versus Frustrated Lewis Pair Catalysis.

Author

Helmecke, Lucas, Spittler, Michael, Schmidt, Bernd M., and Czekelius, Constantin

Subjects
*LEWIS pairs (Chemistry), *CATALYSIS, *METALS, *VISIBLE spectra, *PHOTOCATALYSIS, *ALKYLATION, *CARBON-hydrogen bonds
Abstract

A comparison of two catalytic, metal-free iodoperfluoro-alkylation protocols is presented. Frustrated Lewis pairs [ t Bu3 P/B(C6 F5)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. [ABSTRACT FROM AUTHOR]

Published
2021
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7. Mechanistic Insights into FLP‐Catalyzed Iodoperfluoroalkylations.

Author

Spittler, Michael, Helmecke, Lucas, and Czekelius, Constantin

Subjects
*ALKYLATION, *PERFLUORO compounds, *SUBSTRATES (Materials science), *IODIDES, *CATALYSTS
Abstract

The frustrated Lewis pair‐catalyzed iodoperfluoroalkylation of olefins, its substrate activation mode, and catalyst degradation pathways are mechanistically investigated by kinetic measurements. The transformation most likely proceeds via coordination of the phosphane to the perfluoroalkyl iodide and involves radical intermediates. Several parallel processes are found in the frustrated Lewis pair‐catalyzed iodoperfluoroalkylation of simple olefins. Substrate coordination pathways, bond activation modes, and potential intermediates call for detailed mechanistic analysis. [ABSTRACT FROM AUTHOR]

Published
2019
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