Host–guest complexation of α,ω-dibromides showed rabid tumbling conformation on NMR timescales and afforded mono hydroxyl bromides after hydrolysis in D2O.
Radical
reduction of alkyl halides and aerobic oxidation of alkyl
aromatics are reported using water-soluble container compounds (1 and 2). The reductions involve α,ω-dihalides
(4–8 and 10) with radical
initiators in cavitand hosts with varied binding affinities. Product
distributions lead to general guidelines for the use of dynamic supramolecular
systems with fast reactions. The binding of guest substrates in the
hosts must show high affinities (K
a >
103 M–1) to ensure that the reactions
take place under confinement in the containers.
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