1 / 14

The Synthesis of Sulfo Derivatives of Calix[4]arenes

The Urals State Technical University – UPI. Department of Technology for Organic Synthesis. Ekaterinburg. The Synthesis of Sulfo Derivatives of Calix[4]arenes. Yury Yu. Morzherin. Scharff J.; Mahjoubi M. J.New.Chem. 1991 , 15, 883. Sulfo Derivatives of Calix[4]arenes.

rainer
Download Presentation

The Synthesis of Sulfo Derivatives of Calix[4]arenes

An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.

E N D

Presentation Transcript

  1. The Urals State Technical University – UPI Department of Technology for Organic Synthesis Ekaterinburg The Synthesis of Sulfo Derivatives of Calix[4]arenes Yury Yu. Morzherin

  2. Scharff J.; Mahjoubi M. J.New.Chem. 1991, 15, 883 Sulfo Derivatives of Calix[4]arenes Shinkai S.; Mori S.; Sone T.; Manade O. Tetrahedron Lett. 1984, 25, 5315

  3. for Cu2+, Zn2+, Ni2+, UO22+ for acetonitrile, acetone S.Shinkai, K.Araki, M. Kubota, T. Arimura, T.Matsuda, J.Org.Chem.1991, 56, 295 G.Arena, A.Contino, F.Gulino, A.Margi, D.Sciotto, R.Ungaro, Tetrahedron Lett.2000, 41, 9327 Water-soluble Receptors

  4. for R = Me, Et, Pr Chlorosulfonylated of Calix[4]arene Morzherin, Yu.; Rudkevich, D.M.; Verboom, W.; Reinhoudt, D.N. J.Org.Chem. 1993, 58, 7602

  5. The Synthesis of Anion Receptors

  6. Cl-HSO4-HNO3- ClO4- Cl- HSO4-HNO3- ClO4- Kass= Kass= 1250 103400 513 <1 360 970 240 <1 AnionReceptors Morzherin, Yu.; Rudkevich, D.M.; Verboom, W.; Reinhoudt, D.N. J.Org.Chem. 1993, 58, 7602

  7. Synthesis of p-sulfonatocalix[4]arenes

  8. H2SO4 Sodium free SO3 (30-40%) H2SO4 Sodium free SO3 (30-40%)

  9. H2SO4 SO3 (30-40%)

  10. Synthesis of ditopic receptors

  11. The NMR Determination of Kass

  12. Cl- HSO4- Cl- HSO4- 180 650 72 134 1270 8020 970 4000 R1 = i-Pr t-Bu R1 = i-Pr t-Bu Kass, M-1 in CH3CN-H2O

  13. Acknowledgment • Research team • A.I. Matern, PhD • T.V. Glukhareva, PhD • M.F. Kosterina, PhD-student • Prof. David Reinhoudt • Dr. Wim Verboom • Dr. Dmitry Rudkevich The authors also thank the Russian Foundation for Basic Research (Grant 01-03-96431a)

More Related