SELECTIVE CATION-BINDING WITH CIS,CIS-1,3,5-TRIOXYCYCLOHEXYL BASED LIGANDS - APPLICATION TO ION-TRANSPORT AND ELECTROCHEMICAL DETECTION ANDASSESSMENT OF COMPLEXATION BY ELECTROSPRAY MASS-SPECTROMETRY
M. Goodall et al., SELECTIVE CATION-BINDING WITH CIS,CIS-1,3,5-TRIOXYCYCLOHEXYL BASED LIGANDS - APPLICATION TO ION-TRANSPORT AND ELECTROCHEMICAL DETECTION ANDASSESSMENT OF COMPLEXATION BY ELECTROSPRAY MASS-SPECTROMETRY, Perkin transactions. 2, (1), 1997, pp. 59-69
The synthesis is reported of two sets of oxa-amide ionophores based on
2-phenylglycerol and cis,cis-cyclohexane-1,3,5-triol, with ligand coo
rdination numbers of four, five and six, Ionophores based on the hexad
entate cyclohexyl triamide 9 show excellent Na+/K+ selectivity (-log K
-Na,K(pot) = 3.1), and the pentadentate analogue 10 shows good Li+/Na selectivity (-log K-Li,Na(pot) = 2.2), solution NMR and liquid-liquid
extraction studies confirmed the formation of 1:1 complexes and IR st
udies pinpointed the presence of amide binding, Ligands based on 2-phe
nylglycerol exhibited good Ca2+ selectivity which was highest for the
hexadentate triamide, 6, Detailed ESMS studies revealed similar trends
in ion-binding, performed under controlled conditions.