Mechanistic Insights into FLP‐Catalyzed Iodoperfluoroalkylations. Issue 2 (23rd August 2018)

• Record Type: Journal Article
• Authors: Spittler, Michael; Helmecke, Lucas; Czekelius, Constantin
• Other Names: Schreiner Peter R. guestEditor.
• Is Part Of: European journal of organic chemistry. Issue 2/3(2019)
• Page Start: 458
• Page End: 468
• Publication Date: 2018-08-23
• Subjects: Frustrated Lewis pairs -- Perfluoroalkylation -- Reaction mechanisms -- Halogenation -- Radicals; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201800866
• Languages: English
• ISSNs: 1434-193X

Abstract

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. Abstract : 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.