NMR and HPLC study of chiral selectors with naphthyl unit

Structural Chemistry volume 18, pages585–591(2007)Cite this article

Abstract

Doubling of resonances in NMR spectra of chiral selectors with naphthyl group attached to the tertiary amide nitrogen atom has been noticed what revealed the presence of two isomers. To test the enantiorecognition ability of these chiral selectors they are covalently bonded to the HPLC silica gel. Those kind of chiral stationary phases were compared with analogous commercial leucine chiral stationary phase. They exhibit the better enantioseparation results which indicate that the existence of cis/trans isomers does not have the negative influence on their enantioselective ability.

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Notes

  1. 1.

    3D model was obtained using ChemOffice Ultra 7.0, #555937

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Acknowledgement

The authors acknowledge the Croatian Ministry of Science, Education and Sport for financial support (grants 0098051 and 0098059).

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Affiliations

  1. Division of organic chemistry and biochemistry, Ruđer Bošković Institute, P.O. Box 180, Bijenička c. 54, 10002, Zagreb, Croatia

    Davorka Moslavac Forjan, Darko Kontrec, Andreja Lesac & Vladimir Vinković

  2. NMR Center, Ruđer Bošković Institute, P.O. Box 180, Bijenička 54, 10002, Zagreb, Croatia

    Marijana Vinković

Authors
  1. Davorka Moslavac Forjan
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  2. Marijana Vinković
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  3. Darko Kontrec
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  4. Andreja Lesac
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  5. Vladimir Vinković
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Correspondence to Vladimir Vinković.

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Moslavac Forjan, D., Vinković, M., Kontrec, D. et al. NMR and HPLC study of chiral selectors with naphthyl unit. Struct Chem 18, 585–591 (2007). https://doi.org/10.1007/s11224-007-9195-5

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Keywords

  • Peaks doubling
  • Dynamical NMR
  • Peak coalescence
  • Chiral HPLC