A water-soluble m-phenylene ethynylene foldamer

A water-soluble m-phenylene ethynylene (mPE) foldamer was realized by appending hexaethylene glycol side chains to the backbone repeat unit. UV spectra of the oligomer in aqueous solutions were consistent with a helical conformation. The association constant of the oligomer with (-)-alpha-pinene increased dramatically with increasing water composition, peaking at 90% water by volume in acetonitrile. The rate of the host/guest system's approach to equilibrium was found to decrease considerably with increasing water content.