Theoretical Study of the Mechanism of Hantzsch Ester Hydrogenation of Imines Catalyzed by Chiral BINOL-Phosphoric Acids
Journal of the American Chemical Society2008Vol. 130(27), pp. 8741–8747
Citations Over TimeTop 1% of 2008 papers
Abstract
The mechanism of the Hantzsch ester hydrogenation of imines catalyzed by chiral BINOL-phosphoric acid has been investigated using DFT methods. Despite the importance of this reaction, there are a number of possible detailed mechanisms, and the preferred pathway has not been firmly established. Our calculations show that the catalyst not only activates the imine group for the reaction by acting as a Brønsted acid but also establishes an interaction with the Hantzsch ester that can lead to an explanation for the enantioselectivity.
Related Papers
- → Corrosion behavior and passive film properties of nickel-based alloy in phosphoric acid(2023)48 cited
- → (Arene)ruthenium Complexes with Imidazolin‐2‐imine and Imidazolidin‐2‐imine Ligands(2014)12 cited
- → Novel N-Phosphonio Imine-Catalyzed Epoxidation Reactions(2008)20 cited
- → Study on the phosphoric acid treatment for Aluminum plates by radio isotope P32(1954)
- Effects of phosphoric acid extraction reaction time and filter temperature on filtering effect and dilute phosphoric acid composition(2014)