Proceeding from diisocyanates 4 and 10-13, (4-hydroxyphenyl )triphenylmetha
ne 14 and tetralactame macrocycles 1, 2 and 9 the threading synthesis of ro
taxanes 16-21 containing carbamate units in the axle is described. In addit
ion to aromatic diisocyanates aliphatic ones are firstly introduced as buil
ding blocks in rotaxane chemistry. The template synthesis of the new tetral
actame macrocycle 9 with a pyridine unit is presented. It is used as wheel
in a rotaxane synthesis towards the carbamate-linked rotaxane 21.