Open AccessNi(II)-PPP Complexes: From the Hydroamination of Activated Olefins to the Synthesis of ?-Amino Acids
Author(s) -
Luca Fadini,
Antonio Togni
Publication year - 2004
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/000942904777677939
Subject(s) - hydroamination , chemistry , catalysis , acrylonitrile , ionic liquid , amino acid , organic chemistry , solvent , medicinal chemistry , copolymer , polymer , biochemistry
Complexes of the type [Ni(PPP)(solvent)]X2 containing ferrocenyl tridentate ligands have been prepared and used as catalysts in the asymmetric hydroamination of activated olefins (i.e. bearing an electron-withdrawing group). In the case of acrylonitrile derivatives the addition of aliphatic amines displayed relatively high activities and moderate enantioselectivity (yields up to 99%, ee's up to 69%). The reactions were also carried out in various ionic liquids (imidazolium and picolinium salts) with results comparable to those obtained in common organic solvents. Additionally, we describe the conversion of several products to ?-amino acid derivatives.