An aromatic amphiphilic molecule consisting of three biphenyl groups and one styrene unit linked together with ether bonds as a rigid rod segment, and poly(ethylene oxide) with 17 repeating units as a coil segment was synthesized and its self-assembly behavior in the bulk state and aqueous solution was examined by DSC, X-ray scattering, DLS and TEM. This molecule based on a rod building block self-assembles into lamellar or hexagonal perforated layer (HPL) structures in the crystalline phase or liquid crystalline mesophase. In an aqueous medium, the molecule self-assembles into cylindrical aggregates andcan be used as a supramolecular reactor for the Suzuki coupling reaction.