Resorcin[4]arene-based multidentate phosphate ligands with superior binding affinity for nanocrystal surfaces.

We designed and synthesized two resorcin[4]arene scaffolds with four phosphate binding groups. The ligands effectively bind in at least a tridentate fashion at low surface coverage. The superior binding affinity is demonstrated using solution NMR spectroscopy and exceeds that of single phosphonates.

Activation of Primary and Secondary Benzylic and Tertiary Alkyl (sp 3 )C-F Bonds Inside a Self-Assembled Molecular Container.

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. Control experiments indicate that the presence of the supramolecular capsule is required for an efficient reaction acceleration.