Abstract:
Stimulus-responsive molecular shuttles have unique shuttle movement capabilities in mechanically interlocked nanosystems, but how to choose appropriate and efficient control methods in a complex host-guest system has always been a difficult problem to be solved. Photochemical stimulation is considered to be the most promising and most valuable mode for regulating molecular machines, because light control is not only accurate in time and space, but also has the advantages of simplicity, cleanness and no pollution. Light-induced proton transfer is a novel regulation strategy that can be applied in the host-guest system of acid-base response. Based on the photo-induced proton transfer mechanism, a 2rotaxane R molecular shuttle with photoacid (merocyanine, MEH) controlled response was successfully designed and synthesized, and its structure was confirmed by
1H-NMR,
13C-NMR and mass spectrometry. Before and after exposing to light, the UV absorption and
1H-NMR spectra of the system were compared by means of UV-Vis and variable-temperature
1H-NMR spectroscopy. The results showed that in the presence of photoacid (MEH) at 419 nm, the cyclobis (paraquat-
p-phenylene) (CBPQT
4+ ) macrocycle was located on one side of the naphthalene, and the 2rotaxane R molecular shuttle was in a "stationary" state; while in the dark for 12 h, the CBPQT
4+ macrocycle shuttled between the two naphthalene components, and the 2rotaxane
R
molecular shuttle was in a "moving" state. This work offers a strategy for conformational transmission in molecular level.