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Updated: Mar 27, 2026
Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
Synergistic Transition Metal and Hydrogen Bonding Phase-Transfer Catalysis Enables Enantioconvergent Allylic
Zian Wang1, Claire Dooley1, Zijun Chen1
1Chemistry Research Laboratory, University of Oxford, Oxford OX1 3TA, U.K.
Abstract:
Synergistic catalysis whereby both the nucleophile and the electrophile can be simultaneously activated by two distinct catalysts can rescue otherwise unattainable chemical transformations, as well as create or improve catalytic enantioselectivity. Herein, we report the merging of transition metal and hydrogen bonding phase-transfer catalysis to allow for allyl bromides to undergo enantioselective fluorination with KF. Individually, these two catalytic strategies are ineffective. Beyond solving the issue of reactivity, this approach represents a new manifold for enantiocontrol with a chiral ion pair composed of a metal-activated electrophilic substrate and a chiral hydrogen-bonded nucleophile. This study offers fresh opportunities for designing catalytic fluorination with high reactivity and enantioselectivity across diverse metal complexes and KF.
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