(Thio)urea Resorcinarene Cavitands. Complexation and Membrane Transport of Halide Anions

Autor:	J. Willem M. Nissink, Willem Verboom, Harold Boerrigter, Lennart Grave, David N. Reinhoudt, John H. van der Maas, Feike de Jong, Lysander A. J. Chrisstoffels
Přispěvatelé:	Faculty of Science and Technology, Molecular Nanofabrication
Rok vydání:	1998
Předmět:	Chemistry Organic Chemistry Inorganic chemistry Thio Cavitand Halide Resorcinarene Membrane transport Chloride chemistry.chemical_compound Membrane Polymer chemistry medicine Urea medicine.drug
Zdroj:	Journal of organic chemistry, 63(13), 4174-4180. American Chemical Society
ISSN:	1520-6904 0022-3263
Popis:	Reaction of aminomethylcavitands with iso(thio)cyanates gives (thio)urea-functionalized resorcinarene cavitands, which represent a novel class of neutral anion receptors. The complexation of halide anions has been studied both with infrared and 1H NMR spectroscopy. The receptors have a small preference for chloride over the other halides; p-fluorophenylthiourea cavitand 8a gives the highest association constant (Kass = 4.7 × 105 M-1 with chloride in CDCl3). A cooperative effect of the ligating (thio)urea moieties is indicated by the lower affinity of the corresponding tris(thio)urea-functionalized cavitands. For the first time facilitated membrane transport of halide anions through supported liquid membranes is achieved.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::543a39d30e16149bb999259c2fad9788 https://doi.org/10.1021/jo972127l Zobrazit plný text záznamu