Encapsulationof the Haloalkane 4‐Chloromethylpyridine Hydrochloride by Cucurbit[8]uril

Abstract Complexation of 4‐chloromethylpyridine hydrochloride (G) with cucurbit[8]uril (Q[8]) has been investigated using NMR spectroscopy, UV‐visible spectroscopy, isothermal titration calorimetry (ITC), Quantum calculation, and X‐ray crystallography. The data indicated that the guest 4‐chloromethylpyridine hydrochloride is completely encapsulated by the cavity of the Q[8] host in both aqueous solution and the solid state, generating a highly stable inclusion complex, namely G 2 @Q[8]. Interestingly, ion–dipole interactions and hydrogen‐bonding interactions play a central role in the formation of the inclusion complex G 2 @Q[8], which provides a reliable basis for the encapsulation of small organic guests by the hydrophobic microenvironment of the cavity.