Litcius/Paper detail

Recent Advances in Transition‐metal‐catalyzed C−C Bond Formation via C(<i>sp</i><sup><i>2</i></sup>)−F Bond Cleavage

Liyan Fu, Qiang Chen, Yasushi Nishihara

2021The Chemical Record62 citationsDOI

Abstract

Abstract The activation of a carbon‐fluorine bond is one of the most challenging topics in modern synthetic organic chemistry due to their low reactivity compared to other carbon‐halogen bonds. In this review, we present the recent developments since 2015 on cross‐coupling reactions that form C−C bonds via cleavage of C( sp 2 )−F bonds. Not only the conventional activation of C( sp 2 )−F bonds, but also decarbonylative or carbonyl‐retentive cleavage of C(acyl)−F bonds will be introduced. This paper mainly describes new protocols for the formation of C( sp 2 )−C( sp 3 ), C( sp 2 )−C( sp 2 ), and C( sp 2 )−C( sp ) bonds via transition‐metal‐catalyzed cleavage of C( sp 2 )−F bonds.

Topics & Concepts

Bond cleavageCleavage (geology)ChemistryCatalysisTransition metalHalogenTriple bondHalogen bondSingle bondStereochemistryReactivity (psychology)CrystallographyPolymer chemistryDouble bondMaterials scienceOrganic chemistryGroup (periodic table)Composite materialPathologyAlkylMedicineAlternative medicineFracture (geology)Catalytic C–H Functionalization MethodsFluorine in Organic ChemistrySulfur-Based Synthesis Techniques