Self-Assembled Receptors for Enantioselective Recognition of Chiral Carboxylic Acids in a Highly Cooperative Manner

Stereospecific recognition of substrate molecules for certain chiral carboxylic acids is achieved by a noncovalent receptor system based on acid–base interactions of amino groups in the host system with the carboxylic acids. Enantioselectivity in the binding process is caused by secondary interactio...

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Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 41; no. 11; pp. 1924 - 1929
Main Authors Ishi-i, Tsutomu, Crego-Calama, Mercedes, Timmerman, Peter, Reinhoudt, David N., Shinkai, Seiji
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag GmbH 03.06.2002
WILEY‐VCH Verlag GmbH
Subjects
acid-base complexation
Carboxylic Acids - chemistry
chirality
Circular Dichroism
host-guest systems
Hydrogen Bonding
hydrogen bonds
Magnetic Resonance Spectroscopy
Molecular Conformation
noncovalent interactions
Stereoisomerism
supramolecular chemistry
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Summary:Stereospecific recognition of substrate molecules for certain chiral carboxylic acids is achieved by a noncovalent receptor system based on acid–base interactions of amino groups in the host system with the carboxylic acids. Enantioselectivity in the binding process is caused by secondary interactions with a chiral platform that preorganizes the amino functionalities (see scheme).
Bibliography:istex:AB6DBB1E894E47867153998193596E46B559532F
ArticleID:ANIE1924
ark:/67375/WNG-71C22Z4M-B
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/1521-3773(20020603)41:11<1924::AID-ANIE1924>3.0.CO;2-H