The Hydrated Structure Factor in Additive Effect on Enantioselective Organocatalytic Transfer Hydrogenation Reactions with Hantzsch Esters

22 August 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


Acid additives were frequently used in amine-catalyzed asymmetric catalysis as a practical strategy for the promotion of reaction activity/selectivity with a reduced amount of chiral catalyst. A fact is that the acid additives were discovered mostly by chance rather than by a logic prediction. Two bioinspired hydrated mechanisms for the organocatalytic transfer hydrogenation reactions were proposed in this work. And the proposed different acid-water-imine hydrated structures involved mechanism could well explain the additive effect supported by the reported experimental data. The new insight shows promise for assisting a logic acid additive screening in cationic imine-mediated asymmetric catalysis.


acid-water-base complex
cation-π interaction
acid additive strategy
dual activation
anion hydration
hydrogen bonding


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