Canada Research Chair in Organic and Medicinal Chemistry, CCVC, PROTEO, Département de chimie, Université Laval, 1045 Avenue de la Médecine, Pavillon Alexandre-Vachon, Québec, Québec, G1V 0A6 (Canada).
Angew Chem Int Ed Engl. 2014 Dec 8;53(50):13835-9. doi: 10.1002/anie.201406088. Epub 2014 Oct 10.
A Friedel-Crafts benzylation of arenes with benzyl fluorides has been developed. The reaction produces 1,1-diaryl alkanes in good yield under mild conditions without the need for a transition metal or a strong Lewis acid. A mechanism involving activation of the C-F bond through hydrogen bonding is proposed. This mode of activation enables the selective reaction of benzylic C-F bonds in the presence of other benzylic leaving groups.
开发了一种芳基与苄基氟的 Friedel-Crafts 苄基化反应。该反应在温和条件下以良好的收率生成 1,1-二芳基烷烃,无需过渡金属或强路易斯酸。提出了一种涉及通过氢键活化 C-F 键的机理。这种活化方式使得在存在其他苄基离去基团的情况下能够选择性地反应苄基 C-F 键。