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, iondipole 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.