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Self‐Assembled Receptors for Enantioselective Recognition of Chiral Carboxylic Acids in a Highly Cooperative Manner
Author(s) -
Ishii Tsutomu,
CregoCalama Mercedes,
Timmerman Peter,
Reinhoudt David N.,
Shinkai Seiji
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20020603)41:11<1924::aid-anie1924>3.0.co;2-h
Subject(s) - stereospecificity , enantioselective synthesis , amino acid , non covalent interactions , carboxylic acid , chemistry , stereochemistry , receptor , substrate (aquarium) , molecule , combinatorial chemistry , biochemistry , organic chemistry , biology , catalysis , hydrogen bond , ecology
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).