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dc.contributor.authorChen, Yu-Jenen_US
dc.contributor.authorChung, Wen-Shengen_US
dc.date.accessioned2019-04-02T06:00:08Z-
dc.date.available2019-04-02T06:00:08Z-
dc.date.issued2009-10-01en_US
dc.identifier.issn1434-193Xen_US
dc.identifier.urihttp://dx.doi.org/10.1002/ejoc.200900603en_US
dc.identifier.urihttp://hdl.handle.net/11536/149835-
dc.description.abstractCalix[4]arenes 3a (R = OMe) and 3b (R = NO2) with 5,17bis[4-(4-substituted-phenyl)azo] and 25,27-bisoxymethyltetrazole groups were synthesized by 1,3-dipolar cycloaddition of oxyacetonitrile azocalix[4]arenes 2a and 2b activated with trimethylsilyl azide. UV/Vis screening of 3a and 3b with 14 metal ions showed that 3a (with p-methoxyphenylazo substituent) was a highly chromogenic sensor to Ca2+, whereas 3b (with p-nitrophenylazo substituent) showed color changes toward Ca2+, Ba2+, and Ph2+. Job plot experiments revealed 1:1 binding stoichiometry for each of the complexes. The association constants for 3a center dot Ca2+, 3b center dot Ca2+, 3b center dot Ba2+, and 3b center dot Pb2+ were determined by Benesi-Hildebrand plots. On the basis of H-1 NMR titration results, Ca2+ was bound to the two partially deprotonated hydroxy azophenol groups and one of the two tetrazole groups of 3a and 3b. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)en_US
dc.language.isoen_USen_US
dc.subjectCycloadditionen_US
dc.subjectInclusion compoundsen_US
dc.subjectNitrogen heterocyclesen_US
dc.subjectCalixarenesen_US
dc.subjectIonophoresen_US
dc.titleTetrazoles and para-Substituted Phenylazo-Coupled Calix[4]arenes as Highly Sensitive Chromogenic Sensors for Ca2+en_US
dc.typeArticleen_US
dc.identifier.doi10.1002/ejoc.200900603en_US
dc.identifier.journalEUROPEAN JOURNAL OF ORGANIC CHEMISTRYen_US
dc.citation.spage4770en_US
dc.citation.epage4776en_US
dc.contributor.department應用化學系zh_TW
dc.contributor.departmentDepartment of Applied Chemistryen_US
dc.identifier.wosnumberWOS:000270500300005en_US
dc.citation.woscount25en_US
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