Activation of primary and secondary benzylic and tertiary alkyl (sp3)C-F bonds inside a self-assembled molecular container

Jesper Köster, Daniel Häussinger, Konrad K. Tiefenbacher
2019
Alkyl fluorides are generally regarded as chemically inert. However, several literature examples describe the activation of alkyl (sp3)C-F bonds via strong Brønsted or Lewis acids under harsh conditions. We here report that catalytic amounts of the self-assembled resorcinarene capsule are able to activate alkyl (sp3)C-F bonds under mild conditions (40 • C, no strong Brønsted or Lewis acid present). Kinetic measurements display a sigmoidal reaction progress after an initial induction period.
more » ... rol experiments indicate that the presence of the supramolecular capsule is required for an efficient reaction acceleration.
doi:10.5451/unibas-ep75134 fatcat:fa6drhyce5fwxfkcay7smeohru