Telomers of Bent Arenes. Acid-Catalyzed Dimerization and Trimerization of the 1,4-Hexamethylene-Bridged Arenes Paracyclophane, (1,4)Napthalenophane, and (1,4)Anthracenophane

Article abstract of DOI:10.1021/jo00018a003

Whereas treatment of 1,4-hexamethylene-bridged benzene <6>paracyclophane (1) with a catalytic amount of H2SO4 gave, as a minor product, dimer 6, along with isomers 4 and 5, similar treatment of 1,4-hexamethylene-bridged naphthalene <6>(1,4)naphthalenophane (2) afforded predominantly dimers 7 and 8, together with trimers 9 and 10.The 1,4-hexamethylene-bridged anthracene <6>(1,4)anthracenophane (3) yielded only trimers 13 and 14.