The Cucurbit[n]uril Family: Prime Components for Self-Sorting Systems.
In: Journal of the American Chemical Society (J.Am.Chem.Soc.), Jg. 127 (2005) ; Nr. 45, S. 15959-15967
Zeitschriftenaufsatz / Fach: Chemie
The authors detd. the values of Ka for a wide range of host-guest complexes of cucurbit[n]uril (CB[n]), where n = 6-8, using 1H NMR competition expts. referenced to abs. binding consts. measured by UV/visible titrn. The larger homologs-CB and CB-individually maintain the size, shape, and functional group selectivity that typifies the recognition behavior of CB. The cavity of CB is found to effectively host trimethylsilyl groups. Remarkably, the values of Ka for the interaction of CB with adamantane derivs. exceeds 1012 M-1!. The high levels of selectivity obsd. for each CB[n] individually is also obsd. for the CB[n] family collectively. That is, the selectivities of CB, CB, and CB toward a common guest can be remarkably large. The high levels of selectivity obsd. individually and collectively for the CB[n] family renders them prime components for the prepn. of functional biomimetic self-sorting systems.