SYNTHESIS OF A NOVEL CHIRAL AUXILIARY (S)-N-(2-BENZOYL- PHENYL)-1 -(4-BENZYLOXYBENZYL)PYRROLIDINE-2-CARBOXAMIDE AND ITS Ni(II) COMPLEXES OF SCHIFFS BASES WITH AMINO ACIDS

Abstract

The method of synthesis of a new modified chiral auxiliary (S)-N-(2-benzoylphenyl)-1-(4-benzyloxybenzyl) pyrrolidine-2-carboxamide and plain- square Ni(II) complexes of ShifFs basis with glycine and alanine has been developed. The synthesis of chiral auxiliary has been carried out in the presense of CH₂Cl₂ at 0°C via condensation of 2-aminobenzophenone with p-benzyl-oxybenzylproline, through intermediate formation of chloranhydride in the presense of PCl₅. On the basis of the synthesized chiral auxiliary plain-square Ni(II) complexes of it’s Shiff s base of glycine and alanine has been synthesized. The synthesis was carried out in CH₃OH in the presense of strong base (KOH) at 55–60°C. As expected during the synthesis of the alanine complex a mixture of diastereoisomeric complexes S,S/S,R in a ratio 98:2 has been deriveted.