Transition‐Metal‐Free Synthesis of Polyfluoro‐Polyarylmethanes via Direct Cross‐Coupling of Polyfluoroarenes and Benzyl Chlorides

Abstract

Dedicated to Professor Paul Knochel on the Occasion of His Retirement.

Nickel-Catalyzed Direct Cross-Coupling of Unactivated Aryl Fluorides with Aryl Bromides

“…A possible reaction mechanism is proposed on the basis of the obtained experimental results and previous reports. , As shown in Figure , Ni­(acac) 2 first participates in a magnesium-mediated reduction in the presence of dppp to produce nickel(0) species A . Next, an oxidative addition of aryl fluoride 1 with Ni(0) proceeds to give an arylnickel­(II) intermediate B . , After B undergoes a transmetalation with arylmagnesium compound 2′ , which is formed through the oxidative addition of magnesium into aryl bromide 2 , diarylnickel­(II) intermediate C is formed.…”

Photoinduced Metal- and Photosensitizer-Free Decarbonylative C–H Alkylation of Cyclic Sulfamidate Imines

“…With our continued interest in exploring greener approaches to the synthesis of significant skeletons, we aim to develop a practical, green protocol to fufill the C–H alkylation of sulfonyl ketimines by using aliphatic aldehydes as the alkylating reagents, sustainable visible light as the clean energy source, and dioxygen as the sole oxidant under ambient conditions.…”

FluoroFusion: NHC-Catalyzed Nucleophilic Aromatic Substitution Reaction Unveils Functional Perfluorinated Diarylmethanones

“…However, both of these methods employed sensitive metallic reagents and treated perfluoroarenes as donor synthons, which contradicts their inherently electron-deficient nature. This observation brings to light an exciting realization: perfluoroarenes, given their electron-withdrawing prowess, are primed to act as stellar acceptors in nucleophilic aromatic substitution (S N Ar) reactions …”

“…This observation brings to light an exciting realization: perfluoroarenes, given their electron-withdrawing prowess, are primed to act as stellar acceptors in nucleophilic aromatic substitution (S N Ar) reactions. 10 …”