The Complexation between a number of different pi -electron donating TTF de
rivatives and the pi -electron accepting tetracationic cyclophane cyclobis(
paraquat-p-phenylene) (CBPQT(4+)) has been studied by H-1 NMR and UV-vis sp
ectroscopy. The results demonstrate that the strength of association betwee
n the donors (TTF derivatives) and acceptor (CBPQT(4+))is strongly dependen
t on the pi -electron donating properties (measured by the first redox pote
ntial E-1/2(1)) of the TTF derivatives. However, the first redox potential
(E-1/2(1),) is not the only factor of importance. The extended pi -surface
of the TTF derivatives also exerts a stabilizing influence upon complexatio
n. The kinetics for the complexation-decomplexation were studied using H-1
NMR spectroscopy and are related to the bulkiness of the TTF derivatives. T
hese effects may serve to improve the: design of interlocked molecular syst
ems, especially (bistable) molecular switches, in which CBPQT(4+) and a der
ivatized TTF unit are incorporated.