Synthesis of aminomethyl quinazoline based ruthenium (II) complex and its application in asymmetric transfer hydrogenation under mild conditions

• Considerable reactivity was succeeded under mild condition.
• A possible transition state structure was proposed first time for benzylic group effect on the ligand in the ATH reaction.
• Ligand structure can be easily modified by employing the range of commercially available optically pure α-amino acids.

The new chiral aminomethyl quinazoline (amq) type ligand derived from l-phenylalanine was synthesized and coordinated with [RuCl2(PPh3)dppb] to obtain ruthenium(II) complex. This catalyst displayed considerable reactivity (up to 97% ee and 99% conversion) in the asymmetric transfer hydrogenation of ketones using 2-propanol as a hydrogen source in the presence of NaOiPr.

Figure optionsDownload as PowerPoint slide