期刊
TETRAHEDRON
卷 66, 期 27-28, 页码 4987-4993出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.05.021
关键词
Calixarenes; Heteroditopic receptors; Ion pair complexation; X-ray; Urea
(1,3)-Calix[5]arene-crown-3 derivatives 1a and 1b, bearing either three n-butylureido or 1-naphthylureido moieties at the lower rim, respectively, have been synthesised. Their cationic and anionic binding domains have been investigated by a combination of 1D- and 2D-NMR, UV/vis absorption and fluorescence and ESIMS techniques. Complexation data show that the attachment of 1-naphthyl groups at the lower rim of calix[5]crown-3 1b dramatically increases its anion-binding ability over the n-butyl-bearing derivative 1a. Overall, both 1a and 1b act as highly efficient heteroditopic receptors for n-butylammonium halides and in so doing bind these salt species as spatially-separated ions much more effectively than the single ionic components. The X-ray crystal structure of the pivotal tris-[2-(2-chloroethoxy)ethoxy]-calixcrown precursor 2 is also reported. (C) 2010 Elsevier Ltd. All rights reserved.
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