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  • Stereoselective UV sensing of 1,2-diaminocyclohexane isomers based on ligand displacement with a diacridylnaphthalene N,N'-dioxide scandium complex.

Stereoselective UV sensing of 1,2-diaminocyclohexane isomers based on ligand displacement with a diacridylnaphthalene N,N'-dioxide scandium complex.

The Journal of organic chemistry (2012-05-12)
Daniel P Iwaniuk, Kimberly Yearick-Spangler, Christian Wolf
ABSTRACT

Stereoselective displacement of diacridylnaphthalene N,N'-dioxide ligands, 1, from a scandium(III) complex can be used for quantitative detection of 1,2-diaminocyclohexane isomers. The diastereoselective sensing assay with Sc(syn-1)(2) shows excellent linearity between the sample de and the measured UV absorption change, and sensing of mixtures comprising both low and high de values gave results within 5% accuracy. All three stereoisomers of 1,2-diaminocyclohexane can be differentiated using Sc[anti-(-)-1](2) in the same ligand displacement assay.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(1R,2R)-(−)-1,2-Diaminocyclohexane, 98%
Sigma-Aldrich
(±)-trans-1,2-Diaminocyclohexane, 99%
Sigma-Aldrich
(1S,2S)-(+)-1,2-Diaminocyclohexane, 98%
Sigma-Aldrich
1,2-Diaminocyclohexane, mixture of cis and trans, 99%