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Synthesis, Characterization and Crystal Structure of (Z)-1-[2-(Tri-o-tolylstannyl)vinyl]-1-cyclopentanol and Its o-Tolylhalostannyl Derivatives

Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
(Z)-1-[2-(Tri-o-tolylstannyl)vinyl]-1-cyclopentanol (1) was synthesized by the additive reaction of 1-ethynylcyclopentanol with tri-o-tolyltin hydride. One or two of the o-tolyl groups of compound 1 was substituted by I, Br or Cl to yield derivatives of the type CH2(CH2)3CH(OH)CH=CHSn(o-tol)3-nXn [n = 1, X = I (2), Br (3), Cl (4); n = 2, X = Br (5)]. The compounds 1-5 were characterized by elemental analysis, 1H NMR and FT-IR spectroscopy. The crystal and molecular structures of 1 and 2 have been determined by single crystal X-ray diffraction analysis. The Sn atom in 1exhibits a tetrahedral geometry distorted towards trigonal bipyramid, due to a weak intramolecular interaction between Sn and hydroxyl O atoms [2.813(4) A], while the Sn atom in 2 adopts a trigonal bipyramidal geometry with a significant Sn(1) O(1) interaction [2.553(4) A].
Rocznik
Strony
63--70
Opis fizyczny
Bibliogr. 23 poz., rys.
Twórcy
autor
  • School of Chemistry, Jilin University, Changchun 130023, P. R. China
  • School of Chemistry, Northeast Normal University, Changchun 130024, P. R. China
autor
  • School of Chemistry, Jilin University, Changchun 130023, P. R. China
autor
  • School of Chemistry, Jilin University, Changchun 130023, P. R. China
autor
  • School of Chemistry, Jilin University, Changchun 130023, P. R. China
autor
  • School of Chemistry, Jilin University, Changchun 130023, P. R. China
autor
  • School of Chemistry, Jilin University, Changchun 130023, P. R. China
  • Key Laboratory for Supramolecular Structure and Materials of Ministry of Education, Jilin University, Changchun 130023, P. R. China
autor
  • School of Chemistry, Jilin University, Changchun 130023, P. R. China
Bibliografia
  • 1. Jousseame B., Pereyre M. and Smith P.J., The Uses of Organotin Compounds in Organic Syntl "Chemistry of Tin", 2nd Edition [J], Published by Blackie Academic Professional, 1998, p. 290.
  • 2. Evans C.J., Organotin Compounds in Modern Technology, Amsterdam: Elsevier, 1985, p. 7.
  • 3. Peters W., Trotter E.R. and Robinson B.L., Ann. Trop. Med. Paraltology, 74, 321 (1980).
  • 4. Barbieri R., Pellerito L., Ruisi G. and Lo Giudice M.J., Inorg. Chim. Acta., 66, 39 (1982).
  • 5. Huber F., Roger G., Carl L., Atassi G. and Spreafico F., J Chem. Soc., Dalton Trans., 523 (1985
  • 6. Gielen M., Vanbellinghen C., Felan J. and Willem R., Bui. Soc. Chim. Belg., 97, 873 (1988).
  • 7. Crow A.J., Smith P.J. and Atassi G., Chem. Biol. Intact., 32, 171 (1980).
  • 8. Pan H., Willem R., Meunier-Piret J. and Gielen M., Organomet., 9, 2199 (1990).
  • 9. Kayser F., Biesemans M., Pan H., Gielen M. and Willem R., Magn. Reson. Chem., 30, 877 (1992
  • 10. Gielen M., Pan H., Willem R. and De Vos D., Pharmachemie B.V., Eur. Pat. 90202936.2-, 06/1 Antitumor compositions and compounds, C. A., 116, 235873q (1992).
  • 11. Gielen M., Lelieveld P., De Vos D., Pan H., Willem R., Biesemans M. and Fiebig H.H., Inorg. ( Acta., 196, 115(1992).
  • 12. Xin F.F., Lin S.X., Jie F.Y., Pan H., Mahieu B., Gielen M., Kayser F. and Willem R., 2. Anorg. Chem., 620, 1006(1994).
  • 13. Kayser F., Biesemans M., Pan H., Gielen M. and Willem R.,7 Chem. Soc.,Perkin Trans., II, 297 (1994).
  • 14. Kayser F., Biesemans M., Delmotte A., Verbruggen I., De Borger I., Gielen M and Wilier Organometallics, 13,4026 (1994).
  • 15. Willem R., Delmotte A., De Borger I., Biesemans M., Gielen M. and Kayser F., J. Organomet. C 480, 255 (1994).
  • 16. Kayser F., Biesemans M., Fu F., Pan H., Gielen M. and Willem R., J. Organomet. Chem., 486 (1994).
  • 17. Fu F., Li H., Zhu D., Fang Q., Pan H., Tiekink E.R.T., Kayser F., Biesemans M., Verbruggen I., Will and Gielen M., J. Organomet. Chem., 490, 163 (1995).
  • 18. Dai H.C., Ying Q.H., Wang X.H., Yue S.M., Pan H.D. and Chen X., Polyhedron, 17, 2503 (199*
  • 19. Vercruijsse H.D., De Graaf W. and Brandsma L., Synth. Commun., 18,131 (1988).
  • 20. Lorenz D.H., Shapiro P., Stem A. and Becker E.I., J Org. Chem., 28, 2335 (1963).
  • 21. Sheldrick G.M., SHELXL-97, A Program for Structure Refinement, University of Gottingen, Ger 1997.
  • 22. Bondi A., J. Phys. Chem., 68, 441 (1964).
  • 23. Silverstein R.M., Bassler C.G. and Morrill T.C., Spectrometric Identification of Organic Compc 4th Edn., John Wiley Sons., NY, 1981, p. 235.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ1-0023-0144
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