Cooperative trifunctional organocatalysts for proficient proton transfer reactions

Ryan Kenny, Fei Liu

Research output: Contribution to journalArticle

4 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)535-553
Number of pages19
JournalChemical Record
Volume17
Issue number5
DOIs
Publication statusPublished - May 2017

Keywords

  • cooperativity design
  • asymmetric biomimetic catalysis
  • enantioselective activation
  • the Morita-Baylis-Hillman reaction mechanism
  • organized catalysis

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