Organic chemistry

Heteroatom

Combinatorial chemistry

Reductive elimination

Ring (chemistry)

Fluorine

Oxidative addition

Composite number

Transition metal

Catalysis

Carbon fibers

Medicinal chemistry

Composite material

Elimination reaction

Chemistry

Materials science

Bond cleavage

Metal

Photochemistry

Angewandte Chemie International Edition

The activation of carbon–fluorine (C−F) bonds is an important topic in synthetic organic chemistry. Metal‐mediated and ‐catalyzed elimination of β‐ or α‐fluorine proceeds under milder conditions than oxidative addition to C−F bonds. The β‐ or α‐fluorine elimination is initiated from organometallic intermediates having fluorine substituents on carbon atoms β or α to metal centers, respectively. Transformations through these elimination processes (C−F bond cleavage), which are typically preceded by carbon–carbon (or carbon–heteroatom) bond formation, have been increasingly developed in the past five years as C−F bond activation methods. In this Minireview, we summarize the applications of transition‐metal‐mediated and ‐catalyzed fluorine elimination to synthetic organic chemistry from a historical perspective with early studies and from a systematic perspective with recent studies.

Transition‐Metal‐Mediated and ‐Catalyzed C−F Bond Activation by Fluorine Elimination