Imidazolium Ion Tethered Tsdpens As Efficient Ligands for Iridium Catalyzed Asymmetric Transfer Hydrogenation of Ketophosphonates in Water
Master of Science (MS)
Date of Award
In this thesis, a new water-compatible catalytic system, consist of imidazolium ion tethered TsDPENs (p-toluenesulfonyldiphenylethylenediamine) as ligands and Iridium as transition metal, has been developed to catalyze asymmetric transfer hydrogenation (ATH) of α-ketophosphonates. The reaction gives the desired product α-hydroxyphosphonates in moderate to good yields (44-78%) and good to excellent enantioselectivities (up to >99% ee). The mechanism of the ATH of α-ketophosphonates was proposed to explain the high enantioselectivity of the product. The enantiomeric excess was determined by 13P NMR by using (-)-cinchonidine as chiral solvating agent, which is a much more convenient method than chiral HPLC.
Chemistry | Physical Sciences and Mathematics
Sun, Mengxia, "Imidazolium Ion Tethered Tsdpens As Efficient Ligands for Iridium Catalyzed Asymmetric Transfer Hydrogenation of Ketophosphonates in Water" (2016). Electronic Theses & Dissertations. 834.