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Calix[5]arene‐Based Molecular Vessels for Alkylammonium Ions
Author(s) -
ArnaudNeu Francoise,
Fuangswasdi Saowarux,
Notti Anna,
Pappalardo Sebastiano,
Parisi Melchiorre F.
Publication year - 1998
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/(sici)1521-3773(19980202)37:1/2<112::aid-anie112>3.0.co;2-o
Subject(s) - calixarene , selectivity , chemistry , ion , pyramid (geometry) , stereochemistry , molecule , crystallography , combinatorial chemistry , organic chemistry , optics , physics , catalysis
Calix[5]arenes locked in a C 5v ‐symmetric cone conformation (depicted schematically on the right as a truncated pyramid) provide highly preorganized cavities for the formation of strong 1:1 inclusion complexes with linear alkylammonium ions; the n BuNH 3 + / t BuNH 3 + selectivity is up to 10 3 . These calixarenes also act as biomimetic host systems towards specific amino acid methyl esters and display an enzymelike selectivity. R is, for example, Me, CO 2 Me.