Side arm participation in lariat ether carboxylate-alkali metal cation complexes in solution


Torun L., Robison T. W. , Krzykawski J., Purkiss D. W. , Bartsch R. A.

TETRAHEDRON, vol.61, no.35, pp.8345-8350, 2005 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 61 Issue: 35
  • Publication Date: 2005
  • Doi Number: 10.1016/j.tet.2005.06.093
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.8345-8350

Abstract

Lariat ether carboxylic acids of structure CECH2OCH2C6H4-2-CO2H with crown ether (CE) ring sizes of 12-crown-4, 15-crown-5 and 18-crown-6 are prepared and converted into alkali metal-lariat ether carboxylate complexes. Absorptions for the diastereotopic benzylic protons in the H-1 NMR spectra of the complexes in CDCl3 are utilized to probe the extent of side arm interaction with the crown ether-complexed metal ion as a function of the crown ether ring size and identity of the alkali metal cation. (c) 2005 Elsevier Ltd. All rights reserved.