Synthesis,X-ray crystal structure and cation binding properties of a tetrahomodioxacalix[4]arene tetraester |
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Authors: | Françoise Arnaud-Neu Suzanne Cremin Des Cunningham Stephen J. Harris Patrick McArdle M. Anthony McKervey Maureen McManus Marie-José Schwing-Weill K. Ziat |
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Affiliation: | (1) Ecole Européenne des Hautes Etudes des Industries Chimiques de Strasbourg, 67008 Strasbourg, France;(2) Department of Chemistry, University College Cork, Ireland;(3) Department of Chemistry, University College Galway, Ireland;(4) Loctite (Ireland) Ltd., Research and Development, Whitestown Industrial Estate, Tallaght, Dublin 24, Ireland |
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Abstract: | Treatment ofp-t-butyltetrahomodioxacalix[4]arene with ethyl bromoacetate yields a tetraester derivative (4) whose crystal and molecular structure have been determined and whose ion binding properties have been assessed by phase transfer and stability constant measurements. Colorless transparent triclinic crystals (obtained from methoxyethanol) C62H84O14,a = 10.347(2),b = 11.583(2),c = 13.448(3) Å, = 72.04(2), = 86.50(2)°, = 81.23(2)°, space group,Z = 1, MoK radiation = 0.70930 Å. Refinement was carried out using 2221 reflections withI > 1.5(I). The complexation properties resemble those of calix[6]arene hexaester (6), although weaker, with a preference for the larger alkali cations. Ca2+ and Ba2+; though not extracted, are more strongly complexed than alkali cations. Eu3+ is better complexed than Na+.Supplementary Data relating to this article are deposited with the British Library as Supplementary Publication No. SUP 82106 (22 pages) and at the Cambridge Crystallographic Data Centre, University Chemical Laboratory, Lensfield Road, Cambridge CB2 9EW, U.K. |
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Keywords: | Calixarenes X-ray structure stability constants complexation phase transfer |
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