A fast and simple in situ method for the determination of the absolute configuration of amino acid esters using the chiroptical properties of their Eu(FOD) complexes.

Autor: Toome, V., Wegrzynski, B.
Zdroj: Amino Acids; Jun1992, Vol. 3 Issue 2, p195-203, 9p
Abstrakt: The NMR shift reagent, Europium(III)-tris-(1,1,1,2,2,3,3)-heptafluoro-7,7-dimethyl-4-6-octanedione [Eu(fod)], complexes efficiently with α-amino acid esters in chloroform. These complexes exhibit characteristic circular dichroism (CD) spectral patterns in the 350-250 nm region. A fast and simple procedure (also in microscale) has been worked out which utilizes the signs of these CD bands for the determination of the absolute configuration at the α-carbon atom in situ. In the L-series, a positive CD band is observed at around 310 nm and a negative one in the 290-280 nm region. The CD spectra of the Eu complexes of the D-isomers are mirror images of those of the L-configurations. An empirical rule is proposed. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index