Redox-Driven Switching in Pseudorotaxanes

by Trabolsi, A., Hmadeh, M., Khashab, N. M., Friedman, D. C., Belowich, M. E., Humbert, N., Elhabiri, Khatib, H. A., Albrecht-Gary, A.-M., Stoddart, J. F.
Year: 2009


Trabolsi, A.; Hmadeh, M.; Khashab, N. M.; Friedman, D. C.; Belowich, M. E.; Humbert, N.; Elhabiri, M.; Khatib, H. A.; Albrecht-Gary, A.-M.; Stoddart, J. F. Redox-Driven Switching in Pseudorotaxanes. New J. Chem. 2009, 33, 254-263


Two donor-acceptor thread-like compds. incorporating viologen (V2+) units and 1,5-dihydroxynaphthalene (DNP) stations have been prepd. Their ability to form self-assembled charge-transfer (CT) complexes with cucurbit[8]uril (CB[8]) is evidenced by UV-Vis and NMR spectroscopies, as well as by mass spectrometry. Binding studies show the formation of 1 : 1 and 2 : 1 complexes between CB[8] and a thread-like compd. contg. two viologen units, while only a 1 : 1 inclusion complex was obsd. between CB[8] and a thread-like compd. contg. only a single viologen unit. The switching behavior of the threads within their pseudorotaxane frameworks was investigated by using cyclic voltammetry (CV) and UV-Vis spectroscopy.


Redox Switch pseudorotaxane