Mixed cobalt(III) complexes with aromatic amino acids and diamine. Part II. Synthesis and configuration of (1,2-diaminoethane)Bis(L-Tyrosinato)-cobalt(III)complex diastereomers. The crystal structure of the Δ-C 1 -Cis(O) diastereomer

Dj U. Miodragović, G. A. Bogdanović, S. M. Milosavljević, M. J. Malinar, M. B. Ćeleap, A. Spasojević-de Biré, S. Macura, N. Juranić

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

In the reaction of trans-[CoCl 2 (en) 2 ] + with L-tyrosine all six theoretically possible diastereomers of the (1,2-diaminoethane)bis(L-tyrosinato) cobalt(III) complex were formed. The following five were isolated: Λ-trans(O); and Λ- and Δ-C 2 -cis(O) and Λ- and Δ-C 1 -cis(O) diastereomers, while the Δ-trans(O) diastereomer was only detected in the corresponding eluate. Separation of the obtained diastereomers was performed by chromatography on a Dowex 1 x 4 column. Characterization of the isolated diastereomers was carried out by means of elemental analysis, electronic absorption, circular dichroic, 1 H and 13 CNMR spectra, and by x-ray crystal structure analysis in the case of the Δ-C 1 -cis(O) diastereomer. We established the general rule of preference of diasteromers formation in complexes of [Co(L-aa) 2 diamine] + (L-aa=L-amino acid anion; diamine=1,2-diaminoethane or 1,3-diaminopropane) type.

Original languageEnglish (US)
Pages (from-to)299-308
Number of pages10
JournalEnantiomer
Volume6
Issue number5
StatePublished - Jan 1 2001

Keywords

  • CD
  • Cobalt(III) complex
  • Crystal structure
  • L-tyrosine
  • NMR
  • Synthesis

ASJC Scopus subject areas

  • Chemistry(all)
  • Biochemistry
  • Biochemistry, Genetics and Molecular Biology(all)
  • Organic Chemistry

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