Formation of an inclusion complex of a new transition metal ligand in β-cyclodextrin

被引:5
作者
Khemtong, C [1 ]
Banerjee, D [1 ]
Liu, YB [1 ]
El Khoury, JM [1 ]
Rinaldi, PL [1 ]
Hu, J [1 ]
机构
[1] Univ Akron, Dept Chem, Akron, OH 44325 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
tripodal transition metal ligand; 2,4,9-trithiaadamantane; beta-cyclodextrin; inclusion complex; NOESY; association constant;
D O I
10.1080/10610270500115563
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 beta-cyclodextrin was studied by H-1 NMR, 2D NOESY NMR spectroscopy, host-induced CD spectroscopy, and tandem mass spectrometry. H-1 NMR, MS-MS and NOESY data show that the TPCOOH guest forms a 1:1 inclusion complex with the host beta-cyclodextrin. The NOESY experiments also show that TPCOOH is oriented in the complex with the thioketal end preferentially located at the larger opening of beta-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 H-1 NMR titration for the complex at room temperature in D2O.
引用
收藏
页码:335 / 341
页数:7
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