Issue 39, 2013

Discrimination of cistrans isomers by dinuclear metal cryptates at physiological pH: selectivity for fumarate vs. maleate

Abstract

Cryptand L (L = N[(CH2)2NHCH2(2,6-C10H6)CH2NH(CH2)2]3N) and its dinuclear metal cryptates [Zn2L](NO3)4 (1) and [Cu2L](ClO4)4 (2) have been prepared, and the binding properties of the cryptates with fumarate and its cis isomer maleate were investigated using fluorescent spectra, 1H NMR titrations and single crystal X-ray diffraction analysis for [(Cu2L)(fum)][ClO4]2 (3) (fum = fumarate). Thanks to the size and shape matching effect, the cryptates can selectively recognize fumarate at physiological pH, with an association constant almost 18-fold larger than that of maleate, forming a cradle-like cascade complex.

Graphical abstract: Discrimination of cis–trans isomers by dinuclear metal cryptates at physiological pH: selectivity for fumarate vs. maleate

Supplementary files

Article information

Article type
Paper
Submitted
06 Jun 2013
Accepted
17 Jul 2013
First published
02 Aug 2013

Dalton Trans., 2013,42, 14092-14099

Discrimination of cistrans isomers by dinuclear metal cryptates at physiological pH: selectivity for fumarate vs. maleate

G. Xie, L. Jiang and T. Lu, Dalton Trans., 2013, 42, 14092 DOI: 10.1039/C3DT51501J

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