Imidazolium Ion Tethered Tsdpens As Efficient Ligands for Iridium Catalyzed Asymmetric Transfer Hydrogenation of Ketophosphonates in Water
Document Type
Thesis
Degree Name
Master of Science (MS)
Department
Chemistry
Date of Award
Summer 2016
Abstract
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.
Advisor
Bukuo Ni
Subject Categories
Chemistry | Physical Sciences and Mathematics
Recommended Citation
Sun, Mengxia, "Imidazolium Ion Tethered Tsdpens As Efficient Ligands for Iridium Catalyzed Asymmetric Transfer Hydrogenation of Ketophosphonates in Water" (2016). Electronic Theses & Dissertations. 834.
https://digitalcommons.tamuc.edu/etd/834
