期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 10, 期 11, 页码 2739-2748出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200305612
关键词
anions; cavitands; mass spectrometry; molecular recognition; receptors
A series of saccharide-thiourea functionalized cavitands was prepared in good yields (72-86 %) by reaction of a tetrakis(aminomethyl) cavitand with the thiocyanate derivatives of acetylated glucose, galactose, and cellobiose. The anion complexation behavior of the acetylated and deacetylated glycocluster thioureamethyl cavitands was studied with electrospray ionization mass spectrometry (ESI-MS) in acetonitrile and in a 1:1 acetonitrile/ water mixture, respectively. All compounds show a preference for Cl-. A linear relationship was found between the square root of the intensity and the concentration of the formed host-guest complex. Based on this relationship, novel methods have been developed to determine K-a values, by means of direct titration and competition experiments.
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