Benzo-21-crown-7/secondary dialkylammonium salt [2]pseudorotaxane- and [2]rotaxane-type threaded structures.
We demonstrate that secondary dialkylammonium salts can thread through the cavity of benzo-21-crown-7 to form [2]pseudorotaxanes with binding constants (527-1062 M-1 in acetone) higher than the corresponding values (135-261 M-1 in acetone) of the analogous complexes with their traditionally used host, dibenzo-24-crown-8. Based on this new benzo-21-crown-7/secondary dialkylammonium salt recognition motif, a [2]rotaxane was successfully prepared. The formation of these threaded structures was confirmed by proton NMR spectroscopy, electrospray ionization mass spectrometry, and X-ray single crystal analysis.
Department of Chemistry, Zhejiang University, Hangzhou 310027, PR China.
Chuanju
C
Zhang
Shijun
S
Li
Jinqiang
J
Zhang
Kelong
K
Zhu
Ning
N
Li
Feihe
F
Huang