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

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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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Publication details

The article was received on 20 Apr 2019, accepted on 14 May 2019 and first published on 14 May 2019


Article type: Communication
DOI: 10.1039/C9OB00912D
Org. Biomol. Chem., 2019, Advance Article

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

    J. Guo, K. L. Bamford and D. W. Stephan, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C9OB00912D

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