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Chrality Probing of Chlorotetrabutyratodiruthenium (II,III) Complexes with vic-amino Alcohols by Circular Dichroism Spectroscopy

Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
The circular dichroism (CD) spectra of a variety of vic-amino alcohols in the presence of chlorotetrabutyratodiruthenium(II,III) as an auxiliary chromophore were measured in acetonitrile and chloroform. The method was tested in several model compounds containing acyclic and cyclic amino alcohols, and among them biologically important adrenergic drugs and amino sugars. The study demonstrated that the sign of the Cotton effects obtained is determined by the preferred helicity of the O-C-C-N unit in the chiral complex formed in situ. On this basis, a rule was formulated that correlates a positive (negative) sign of the O-C-C-N torsional angle with a positive (negative) Cotton effect arising around 350 nm and/or with negative (positive) signs of CD spectra bands occurring around 300 and 400 nm.
Rocznik
Strony
387--399
Opis fizyczny
Bibliogr. poz. 9, rys.
Twórcy
autor
  • Institute of Organic Chemistry of the Polish Academy of Sciences
autor
  • Institute of Organic Chemistry of the Polish Academy of Sciences
autor
  • Institute of Organic Chemistry of the Polish Academy of Sciences
  • Institute of Organic Chemistry of the Polish Academy of Sciences
autor
  • The University of Texas M. D. Anderson Cancer Center, 1515 Holcombe Blvd, Houston, TX 77030, United States
Bibliografia
  • 1. Sugrue M.F., J. Med. Chem., 40, 2793 (1997).
  • 2. Heard C.M. and Brain K.R., Chirality, 7, 305 (1995).
  • 3. a) Frelek J ., Klimek A. and Ruskowska P., Tetrahedron: Asym., 13, 2461 (2002); b) Frelek J, Geiger M. and Voelter W., Curr: Org. Chem., 3, 145 (1999); c) Frelek J., Klimelr A. and Ruskowska P., Curr: Org. Chem., 7, 1081 (2003).
  • 4. a) Frelek J., Perkowska A., Snatzke G., Tima M., Wagner U. and Wolf H.P., Spectrosc. Inter: J, 2, 274 (1983); b) Frelek J., Majer Zs., Perkowska A., Snatrke G., Vlahov I. and Wagner U., Pure & Appl. Chem., 57, 441 (1985).
  • 5. a) Cotton F.A. and Walton R.A., Multiple bonds between metal atoms, Clarendon Press: Oxford, p. 399-430 (1993); b) Chisholm M.H., Christou G., Folting K., Hufiinan J.C., James C.A., Samuels J.A., Weseman J.L. and Woodruff W.H., Inorg. Chem., 35, 3643 (1996).
  • 6. Stephenson T.A. and Wilkinson G., J. Inorg. Nucl. Chem., 28, 2285 (1966).
  • 7. Grynkiewicz G., Fokt I., Skibicki P., Przewloka T., Szeja W. and Priebe W., this issue, Polish J Chem., 19, 335 (2005).
  • 8. Banaszek A., Pakulski Z. and Zamojski A., Carbohydr. Res., 279, 173 (1995).
  • 9. McLafferty F.W. and Turecek F., “Interpretation of mass spectra ”, University Science Books, Mill Valley, California (1993).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ3-0002-0010
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