Synthesis of Copillar[5]arenes and Their Host-Guest Complexation with Two Types of Guests

A series of novel copillar[5]arenes 1a-1f containing different substituents were synthesized.And their com-plexation with two types of guests was investigated.For symmetrical guests,1,4-dibromobutane(DBB)could thread in the cavity of copillar[5]arenes to form inclusion complexes.But for the unsymmetrical guests,copillar-[5]arene 1f bearing 4-(naphthalen-1-yloxy)butoxy could not complex with sec-butyl iodide(SBI)and sec-butyl bromide(SBB)at all,while 1f showed weak interaction with sec-butylamine•HCl(SBA)outside the cavity.These results indicated that the modified group of copillar[5]arene and the symmetry of guest played an important role in the complexation model and selectivity.