title: Cooperative Trifunctional Organocatalysts for Proficient Proton Transfer Reactions.
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.
authors: Department of Chemistry and Biomolecular Sciences, Macquarie University, Sydney, New South Wales, Australia.
authors: Ryan
authors: R
authors: Kenny
authors: Department of Chemistry and Biomolecular Sciences, Macquarie University, Sydney, New South Wales, Australia.
authors: Fei
authors: F
authors: Liu
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D040761:Biomimetic Materials / Q000737:chemistry*; D002384:Catalysis; D007700:Kinetics; D010720:Phosphines / Q000737:chemistry; D011522:Protons; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000588:Amines; D010720:Phosphines; D011522:Protons; C116609:3-hydroxybutanal
keywords: asymmetric biomimetic catalysis; cooperativity design; enantioselective activation; organized catalysis; the Morita-Baylis-Hillman reaction mechanism