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9-Borabicyclo[3.3.l]nonane-induced Friedel–Crafts benzylation of arenes with benzyl fluorides†
Jing Guo,Karlee L. Bamford,Douglas W. Stephan
Organic & Biomolecular Chemistry Pub Date : 05/14/2019 00:00:00 , DOI:10.1039/C9OB00912D
Abstract

Friedel–Crafts benzylation of arenes with benzyl fluorides using 9-borabicyclo[3.3.l]nonane (9-BBN) as a mediator has been developed. This provides a simple and cheap route to the activation of C–F bonds to synthesize 1,1-diarylmethanes in good to excellent yields (up to 98%) under mild conditions. Functional group tolerance and the mechanism are considered.

Graphical abstract: 9-Borabicyclo[3.3.l]nonane-induced Friedel–Crafts benzylation of arenes with benzyl fluorides
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