DUAL BINDING MODE OF ALKYLAMMONIUM CATIONS TO (1,3)-CALIX[5]CROWN-6 TRIESTERS

Authors
GATTUSO M NOTTI A PAPPALARDO S PARISI MF
Citation
M. Gattuso et al., DUAL BINDING MODE OF ALKYLAMMONIUM CATIONS TO (1,3)-CALIX[5]CROWN-6 TRIESTERS, Tetrahedron letters, 39(14), 1998, pp. 1969-1972
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
14
Year of publication
1998
Pages
1969 - 1972
Database
ISI
SICI code
0040-4039(1998)39:14<1969:DBMOAC>2.0.ZU;2-8
Abstract
Potentially heteroditopic receptors 1c-h are easily obtained by exhaus tive alkylation of (1,3)-calix[5]crown-6 triols 1a (R' = Bu-t) or 1b ( R' = H) with alkyl bromoacetates. H-1 NMR titration experiments provid e clear evidence for a dual (endo-cavity and/or exo-cavity) binding mo de of alkylammonium cations to hosts 1c-h, depending on the shape of t he guest and the size of substituents at the upper rim. (C) 1998 Elsev ier Science Ltd. All rights reserved.