A route to triptycenes substituted with one, two, five, and six paraff
inic chains was developed using the Diels-Alder reaction as the key re
action. ecyloxy)-11-hydroxy-14-(dode-canoyloxy)triptycene, is(dodecylo
xy)-11,14-bis(dodecanoyloxy)triptycene, and 1,4,5,8-11,14-hexakis(dode
cyloxy)triptycene were obtained in a nine-step procedure starting from
diaminoanthrarufin. The five-chain derivative demonstrates original m
esomorphic properties.