Formation of an Inclusion Complex of a New Transition Metal Ligand in ß-Cyclodextrin.

Autor: Khemtong, Chalermchai, Banerjee, Debasish, Liu, Yubiao, El Khoury, Jouliana M., Rinaldi, Peter L., Hu, Jun
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Zdroj: Supramolecular Chemistry; Jun2005, Vol. 17 Issue 4, p335-341, 7p
Abstrakt: The inclusion complex of a new transition metal ligand, 2,4,9-trithia-tricyclo[3.3.1.1 3,7 ]decane-7-carboxylic acid (2,4,9-trithia-adamantane-7-carboxylic acid, TPCOOH) in ß-cyclodextrin was studied by 1 H NMR, 2D NOESY NMR spectroscopy, host-induced CD spectroscopy, and tandem mass spectrometry. 1 H NMR, MS–MS and NOESY data show that the TPCOOH guest forms a 1:1 inclusion complex with the host ß-cyclodextrin. The NOESY experiments also show that TPCOOH is oriented in the complex with the thioketal end preferentially located at the larger opening of ß-cyclodextrin. The orientation of the guest in the host molecule is also confirmed by the induced CD of the ligand, which shows a positive Cotton effect. An association constant of 660±20?M -1 was determined by 1 H NMR titration for the complex at room temperature in D2O. [ABSTRACT FROM AUTHOR]
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