Highly efficient iridium catalysts based on C-2-symmetric ferrocenyl phosphinite ligands for asymmetric transfer hydrogenations of aromatic ketones

作者:Ak Bunyamin; Aydemir Murat; Durap Feyyaz; Meric Nermin; Elma Duygu; Baysal Alan*
来源:Tetrahedron: Asymmetry , 2015, 26(23): 1307-1313.
DOI:10.1016/j.tetasy.2015.10.002

摘要

A series of chiral modular C-2-symmetric ferrocenyl phosphinite ligands have been synthesized in good yields by using 1,1'-ferrocenedicarboxyaldehyde and various amino alcohols as starting materials, and applied in the iridium(III)-catalyzed asymmetric transfer hydrogenations of aromatic ketones to give the corresponding secondary alcohols with good enantioselectivities and reactivities using 2-propanol as the hydrogen source (up to 98% ee and 99% conversion). The substituents on the backbone of the ligands were found to have a significant effect on both the activity and enantiomeric excess. The structures of these complexes have been clarified by a combination of multinuclear NMR spectroscopy, IR spectroscopy, and elemental analysis.

  • 出版日期2015-12-15