Optisch aktive aromatische Spirane, 18. Mitt.: Darstellung von optisch aktiven 4,4′-disubstituierten 2,2′-Spirobi- s-hydrindacenen.

Autor: Melmer, M., Neudeck, H., Schlögl, K., Werner, A.
Zdroj: Chemical Monthly / Monatshefte für Chemie; 1995, Vol. 126 Issue 8/9, p933-943, 11p
Abstrakt: All optically active title compounds were obtained from the 4,4′-diacetyl-spiro compound 2; (+)- and (−)- 2 were accessible by chromatography on triacetyl cellulose in ethanol. The enantiomeric purities were established from chromatographic data. The chirality (−)-(2 R) was deduced for all new compounds on the basis of the CD spectra of (−)- 2 and (−)-2,2′-spirobi-(5,6,7,8-tetrahydrobenzo[ f]indane). From the molar rotations of these 4,4′-disubstituted 2,2′-spirobiindanes (empirical) ligand parameters λ were determined (using the so-called 'shortened approach'). Generally, the values of λ in these compounds are higher than those of the analogous tetrahydrobenzoindane derivatives. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index