Naslov
Structural properties of some C-2-symmetric Schiff bases and stereoselectivity in cyclopropanation of styrene by their Cu(I) complexes
(Structural Properties of Some C2-Symmetric Schif Bases and Stereoselectivity in Cyclopropanation with Their Cu(I) Complexes)

Autori
Raza, Zlata ; Đaković, Senka ; Vinković, Vladimir ; Šunjić, Vitomir

Izvornik
Croatica chemica acta (0011-1643) 69 (1996), 4; 1545-1559

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
semicorrin metal-complexes ; diels-alder reaction ; chiral ligands ; enantioselective catalysts ; diazo-compounds ; olefins ; hydrosilylation ; ketones ; aziridination ; reduction

Sažetak
C2-symmetric Schiff bases derived from ñ-camphor and R-fenchone (1-6) were prepared, their configurational and conformational features determined by ID- and 2D-NMR spectra and supported by MM2 calculations. Their Cu(I) complexes prepared in situ were examined in cyclopropanation of styrene and low to medium e.e.'s (2-32%) were obtained. Correlation of the structure of E, E-1 and Z, Z-6 with enantioselectivity of their Cu(I) complexes revealed restricting steric requirements in the former, possessing gem dimethyl group in the proximity of the chiral centre, near to the coordination sphere of alkene and carbene, as the probable origin of its higher enantioselectivity.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA