| Syntheses of chiral homoazacalix[4]arenes incorporating amino acid residues: molecular recognition for racemic quaternary ammonium ions. | |
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MedLine Citation:
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PMID: 12375987 Owner: NLM Status: PubMed-not-MEDLINE |
Abstract/OtherAbstract:
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Chiral calixarene analogues incorporating amino acid residues into the macrocyclic rings were prepared from the cyclization reactions of bis(chloromethyl)phenol-formaldehyde tetramer with amino acid methyl ester in moderate yields. The macrocycles form a chiral concavity, which is induced by the chiral transmission from the point chirality of the amino acid residues to the phenol-formaldehyde tetramer unit. The macrocycles have the cavity pi-basic enough to include the quaternary ammonium ion due to the cation-pi interaction and can serve as a shift reagent for racemic ammonium ions during 1H NMR analysis. |
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Authors:
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Kazuaki Ito; Motoyoshi Noike; Atsushi Kida; Yoshihiro Ohba |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: The Journal of organic chemistry Volume: 67 ISSN: 0022-3263 ISO Abbreviation: J. Org. Chem. Publication Date: 2002 Oct |
Date Detail:
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Created Date: 2002-10-11 Completed Date: 2002-12-03 Revised Date: 2003-11-03 |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
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Languages: eng Pagination: 7519-22 Citation Subset: - |
Affiliation:
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Department of Chemistry and Chemical Engineering, Faculty of Engineering, Yamagata University, Yonezawa 992-8510, Japan. itokazu@yz.yamagata-u.ac.jp |
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