A wide range of oxa [3. n] cyclophanes and homooxacalix [n] arenes is prepared from the corresponding arenedialdehyde via reductive homocoupling reaction in a one-pot fashion. Heterocoupling reaction of arenedialdehyde with bis (trimethylsilyloxymethyl) benzene provides a series of macrocyclic ethers including a new type of oxacalixarene, which consists of the moieties of oxa [3. n] cyclophane and homooxacalix [n] arene; m-or p- ...