Heterogenised catalysts on zeolites. Synthesis of new chiral Rh(I) complexes with (2S,4R)-trans-4-RCOO-2-(t-butylaminocarbonyl) pyrrolidines and (2S,4S)-cis-4-RCONH-2-(t-butylaminocarbonyl) pyrrolidines. Heterogenisation on silica and a USY-zeolite and study of the role of support on their catalytic profile in hydrogenation of olefins

Article abstract of DOI:10.1016/S0022-328X(97)00321-5

Novel chiral ligands (2S,4R)-2-(t-butylaminocarbonyl)-4-[3-(alkylaminocarbonyl)propanoyloxy]pyrrolidine and (2S,4S)-cis-4-(alkylaminocarbonylamino)-2-(t-butyl-aminocarbonyl)pyrrolidine (4a,b; 9a,b), (a: alkyl = t-butyl; b: alkyl = 3-triethoxysilylpropyl) and their rhodium complexes were synthesised and characterised. The reactions of [{Rh(cod)Cl}₂] and [RhCl(PPh₃)₃] with the chiral ligands in the presence of a non-coordinating anion (PF^-₆) gave the cationic complexes [Rh(L₂)(ligand)][PF6] (L₂ = cod, PPh₃). The structures of these complexes were elucidated by elemental analyses, IR spectroscopy and ¹H, ¹³C and ³¹P NMR measurements. The metal complexes bearing a triethoxysilyl group were covalently bonded to silica and modified USY-zeolite and Rh-heterogenised complexes were obtained. A comparative study (homogeneous versus supported) was made for the catalytic activity in hydrogenation reactions.