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Article: Enantioselective recognition of carboxylates: A receptor derived from α-aminoxy acids functions as a chiral shift reagent for carboxylic acids

TitleEnantioselective recognition of carboxylates: A receptor derived from α-aminoxy acids functions as a chiral shift reagent for carboxylic acids
Authors
KeywordsAmino Acids
Carboxylic Acids
Hydrogen Bonding
Magnetic Resonance Spectroscopy
Mandelic Acids
Issue Date2005
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.html
Citation
Journal Of The American Chemical Society, 2005, v. 127 n. 22, p. 7996-7997 How to Cite?
AbstractEnantioselective recognition of carboxylates has important implications in asymmetric synthesis and drug discovery. We have prepared a novel C2-symmetric receptor 1 from α-aminoxy acids in a high overall yield. A series of chiral recognition studies indicate that receptor 1 not only can bind to carboxylate ions tightly but also has a good ability to recognize enantiomers of a broad variety of carboxylic acids in the 1H NMR spectra. Thus, the receptor 1 can be used as a chiral shift reagent for the determination of enantiomeric purities of chiral carboxylic acids by 1H NMR directly and rapidly. Copyright © 2005 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/167930
ISSN
2019 Impact Factor: 14.612
2015 SCImago Journal Rankings: 7.123
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorYang, Den_US
dc.contributor.authorLi, Xen_US
dc.contributor.authorFan, YFen_US
dc.contributor.authorZhang, DWen_US
dc.date.accessioned2012-10-08T03:13:04Z-
dc.date.available2012-10-08T03:13:04Z-
dc.date.issued2005en_US
dc.identifier.citationJournal Of The American Chemical Society, 2005, v. 127 n. 22, p. 7996-7997en_US
dc.identifier.issn0002-7863en_US
dc.identifier.urihttp://hdl.handle.net/10722/167930-
dc.description.abstractEnantioselective recognition of carboxylates has important implications in asymmetric synthesis and drug discovery. We have prepared a novel C2-symmetric receptor 1 from α-aminoxy acids in a high overall yield. A series of chiral recognition studies indicate that receptor 1 not only can bind to carboxylate ions tightly but also has a good ability to recognize enantiomers of a broad variety of carboxylic acids in the 1H NMR spectra. Thus, the receptor 1 can be used as a chiral shift reagent for the determination of enantiomeric purities of chiral carboxylic acids by 1H NMR directly and rapidly. Copyright © 2005 American Chemical Society.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.htmlen_US
dc.relation.ispartofJournal of the American Chemical Societyen_US
dc.subjectAmino Acids-
dc.subjectCarboxylic Acids-
dc.subjectHydrogen Bonding-
dc.subjectMagnetic Resonance Spectroscopy-
dc.subjectMandelic Acids-
dc.subject.meshAmino Acids - Chemistryen_US
dc.subject.meshCarboxylic Acids - Analysis - Chemistryen_US
dc.subject.meshHydrogen Bondingen_US
dc.subject.meshMagnetic Resonance Spectroscopy - Methodsen_US
dc.subject.meshMandelic Acids - Chemistryen_US
dc.subject.meshStereoisomerismen_US
dc.titleEnantioselective recognition of carboxylates: A receptor derived from α-aminoxy acids functions as a chiral shift reagent for carboxylic acidsen_US
dc.typeArticleen_US
dc.identifier.emailYang, D:yangdan@hku.hken_US
dc.identifier.authorityYang, D=rp00825en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/ja051072zen_US
dc.identifier.pmid15926807-
dc.identifier.scopuseid_2-s2.0-20444408086en_US
dc.identifier.hkuros119232-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-20444408086&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume127en_US
dc.identifier.issue22en_US
dc.identifier.spage7996en_US
dc.identifier.epage7997en_US
dc.identifier.isiWOS:000229619500017-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridYang, D=7404800756en_US
dc.identifier.scopusauthoridLi, X=36072382700en_US
dc.identifier.scopusauthoridFan, YF=36545872000en_US
dc.identifier.scopusauthoridZhang, DW=35320759400en_US
revieweditem.typeStereoisomerism-

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