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Published: Journal of Chromatographic Science, Volume 33, Number 5, May 1995, pp. 217-222.
Backbone Modification of Chirasil-Val, Part II: Introduction
of a Rigid Cyclohexyl Spacer
Bernhard Koppenhoefer, Ulrich Mühleck, Michael Walser, and Konrad Lohmiller
The polysiloxane backbone of the gas chromatographic phase Chirasil-Val is modified by introducing a rigid spacer. Thus, improved shielding of the chiral moiety from the achiral polysiloxane units is achieved. The new phase, Chirasil-Nova-CH, is prepared by coupling 4-exomethylen cyclohexyl carboxylic acid to l-valine tert-butylamide, followed by hydrosilylation with a copolymer containing SiH groups. As compared with Chirasil-Nova bearing the linear spacer (CH2)3, the new phase, Chirasil-Nova-CH with a cyclohexyl spacer, shows an advantageous shortening of retention times without an apparent loss in the resolution factors for the enantiomers of amino acid derivatives.
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