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Cooperative Trifunctional Organocatalysts for Proficient Proton Transfer Reactions
Authors:Ryan Kenny  Dr Fei Liu
Affiliation:Department of Chemistry and Biomolecular Sciences, Macquarie University, Sydney, Australia
Abstract:Cooperativity is essential to proficient catalysis, and designing biomimetic, cooperative catalysis is a major avenue to finding new and efficient chemical reactions with practical applications. One challenge in designed cooperative catalysis is to access high catalytic proficiency (large enhancement in both rate and enantioselectivity) as seen in biocatalysis. Here described is an approach of developing and investigating trifunctional organocatalysts with three distinct catalytic functionalities, in order to understand how cooperativity could be organized for enantioselective activation that confers the observed proficiency in a tandem Michael‐aldol‐proton transfer elimination model reaction. This in future may assist in finding not just cooperative but also regulated catalysis to expand the level of catalytic complexity and efficiency in biomimetic systems.
Keywords:cooperativity design  asymmetric biomimetic catalysis  enantioselective activation  the Morita-Baylis-Hillman reaction mechanism  organized catalysis
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