Asymmetric arylation of aldehyde in the presence of L-proline@Fe3O4

Recently, the investigation of chiral nanoligand for asymmetric synthesis is getting much importance. These nanoligands offer a powerful method for the preparation of optically active molecules that can act as precursors for other useful organic compounds.1,2 In the other hands, the magnetic property, separation effect, and the high activity during cyclic utilization of Fe3O4 nanoligand are evaluated and indicated they could be used in various organic reactions.3In this work, in order to develop an innovative approach toward the design of recoverable and reusable asymmetric nanoligand for C-C bond formation reactions, we have investigated the catalytic activity of L-proline-functionalized Fe3O4-nanoparticle catalyst on the arylation of aromatic aldehyde 1 by boron reagents 2 in the presence of prepared L-Proline@Fe3O4 which have proceeded with high enantioselectivity to produce the chiral diarylmethanols 3 (Scheme 1). The structure and morphology of prepared nanoligand L-Proline@Fe3O4 were characterized by scanning electron microscopy, and Fourier transforms infrared spectroscopy. The structure of chiral products are investigated by melting point, IR, 1H NMR and 13C NMR spectroscopies. The enantiomeric excess (ee) of chiral products is also detected by polarimeter.

کلیدواژه ها:

Aldehyde ، Chiral nanoligand ، Asymmetric arylation ، Alcohol