Please use this identifier to cite or link to this item: https://hdl.handle.net/2440/47582
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dc.contributor.authorPham, D.-
dc.contributor.authorClements, P.-
dc.contributor.authorEaston, C.-
dc.contributor.authorLincoln, S.-
dc.date.issued2008-
dc.identifier.citationTetrahedron: Asymmetry: the international journal for rapid publication on all aspects of asymmetry in organic, inorganic, organometallic, physical and bioorganic chemistry, 2008; 19(2):167-175-
dc.identifier.issn0957-4166-
dc.identifier.issn1362-511X-
dc.identifier.urihttp://hdl.handle.net/2440/47582-
dc.description.abstractThe enantioselectivity of mono-substituted β-cyclodextrins 6A-[bis(carboxylatomethyl)amino]-6A-deoxy-β-cyclodextrin, 6βCDidaH2, (2AS,3AS)-3A-[bis(carboxylatomethyl)amino]-3A-deoxy-β-cyclodextrin, 3βCDidaH2, 6A-[tris(carboxylatomethyl)(2-aminoethyl)amino]-6A-deoxy-β-cyclodextrin, 6βCDedtaH3, and their Eu3+ complexes in the formation of host-guest complexes with six enantiomeric guests in D2O have been studied by 1H NMR 600 MHz spectroscopy. The guests are d/l-tryptophanate, d/l-Trp-, d/l-4hydroxyphenylglycinate, d/l-4HOPhg-, d/l-histidinate, d/l-His-, d/l-pheniramine, d/l-Phm/d/l-PhmH+, d/l-phenylglycinate, d/l-Phg-, and d/l-β-phenylserinate, d/l-βPhs-. Enantioselective host-guest complexation occurs between [Eu(3βCDida)]+, [Eu(6βCDida)]+, and [Eu(6βCDedta)] and d/l-Trp-, [Eu(3βCDida)]+ and [Eu(6βCDida)]+ and d/l-4HOPhg-, and βCD, 3βCDida2-, 6βCDida2-, 6βCDedta3-, [Eu(3βCDida)]+, [Eu(6βCDida)]+, and [Eu(6βCDedta)] and d/l-Phm/d/l-PhmH+. While host-guest complexation occurs for d/l-His- and d/l-Phg-, no enantioselectivity is apparent. Host-guest complexation occurs in the d/l-βPhs- systems but their spectra are too complex for reliable analysis. The preparation of 3βCDidaH2 and 6βCDedtaH3 and the determination of their pKas are also reported. © 2007 Elsevier Ltd. All rights reserved.-
dc.description.statementofresponsibilityDuc-Truc Pham, Philip Clements, Christopher J. Easton and Stephen F. Lincoln-
dc.description.urihttp://www.sciencedirect.com/science/journal/09574166-
dc.language.isoen-
dc.publisherPergamon-Elsevier Science Ltd-
dc.rightsCopyright © 2007 Elsevier Ltd All rights reserved.-
dc.title¹H NMR studies of enantioselective host–guest complexation by modified β-cyclodextrins and their europium(III) complexes-
dc.title.alternative(1)H NMR studies of enantioselective host-guest complexation by modified beta-cyclodextrins and their europium(III) complexes-
dc.typeJournal article-
dc.identifier.doi10.1016/j.tetasy.2007.12.005-
pubs.publication-statusPublished-
dc.identifier.orcidPham, D. [0000-0001-9383-6699]-
Appears in Collections:Aurora harvest 6
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