TY - JOUR
T1 - Formation of an inclusion complex of a new transition metal ligand in β-cyclodextrin
AU - Khemtong, Chalermchai
AU - Banerjee, Debasish
AU - Liu, Yubiao
AU - El Khoury, Jouliana M.
AU - Rinaldi, Peter L.
AU - Hu, Jun
N1 - Funding Information:
We thank the National Science Foundation (DMR0210508) and National Institute of Health (DK61316-01) for financial support and also the National Science Foundation (CHE-9977144 and CHE-8808587) for funds used to purchase the NMR instruments used in this work. J.H. thanks the University of Akron Research Foundation for a startup grant and a faculty research fellowship.
PY - 2005/6
Y1 - 2005/6
N2 - The inclusion complex of a new transition metal ligand, 2,4,9-trithia-tricyclo[3.3.1.13,7]decane-7-carboxylic acid (2,4,9-trithia-adamantane-7-carboxylic acid, TPCOOH) in β-cyclodextrin was studied by 1H NMR, 2D NOESY NMR spectroscopy, host-induced CD spectroscopy, and tandem mass spectrometry. 1H NMR, MS-MS and NOESY data show that the TPCOOH guest forms a 1:1 inclusion complex with the host β-cyclodextrin. The NOESY experiments also show that TPCOOH is oriented in the complex with the thioketal end preferentially located at the larger opening of β-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 1H NMR titration for the complex at room temperature in D 2O.
AB - The inclusion complex of a new transition metal ligand, 2,4,9-trithia-tricyclo[3.3.1.13,7]decane-7-carboxylic acid (2,4,9-trithia-adamantane-7-carboxylic acid, TPCOOH) in β-cyclodextrin was studied by 1H NMR, 2D NOESY NMR spectroscopy, host-induced CD spectroscopy, and tandem mass spectrometry. 1H NMR, MS-MS and NOESY data show that the TPCOOH guest forms a 1:1 inclusion complex with the host β-cyclodextrin. The NOESY experiments also show that TPCOOH is oriented in the complex with the thioketal end preferentially located at the larger opening of β-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 1H NMR titration for the complex at room temperature in D 2O.
KW - 2,4,9-Trithiaadamantane
KW - Association constant
KW - Inclusion complex
KW - NOESY
KW - Tripodal transition metal ligand
KW - β-Cyclodextrin
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U2 - 10.1080/10610270500115563
DO - 10.1080/10610270500115563
M3 - Article
AN - SCOPUS:22444436086
SN - 1061-0278
VL - 17
SP - 335
EP - 341
JO - Supramolecular Chemistry
JF - Supramolecular Chemistry
IS - 4
ER -