9-Borabicyclo[3.3.l]nonane-induced Friedel–Crafts benzylation of arenes with benzyl fluorides. Issue 21 (20th May 2019)

• Record Type: Journal Article
• Authors: Guo, Jing; Bamford, Karlee L.; Stephan, Douglas W.
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 21(2019)
• Page Start: 5258
• Page End: 5261
• Publication Date: 2019-05-20
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob00912d
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : 9-Borabicyclo[3.3.l]nonane dimer (9-BBN) mediates the Friedel–Crafts benzylation of arenes with benzyl fluorides, affording a series of 1, 1-diarylmethanes under mild conditions. 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.