Supramolecular Catalyzed Cascade Reduction of Azaarenes Interrogated Via Data Science

Overview

Journal J Am Chem Soc

Publisher American Chemical Society

Specialty Chemistry

Date 2024 Oct 21

PMID 39432827

Authors

Sean M Treacy

Andrew L Smith

Robert G Bergman

Kenneth N Raymond

F Dean Toste

Affiliations

Soon will be listed here.

Abstract

Catalysis of multicomponent transformations requires controlled assembly of reactants within the active site. Supramolecular scaffolds possess synthetic microenvironments that enable precise modulation over noncovalent interactions (NCIs) engaged by reactive, encapsulated species. While molecular properties that describe the behavior of single guests in host cavities have been studied extensively, multicomponent transformations remain challenging to design and deploy. Here, simple univariate regression and threshold analyses are employed to model reactivity in a cascade reduction of azaarenes catalyzed by water-soluble metal organic cages. Yield and stereoselectivity models help deduce unknown mechanisms of reactivity by the multicomponent, host-guest complexes. Furthermore, a comprehensive model is established for NCIs driving stereoselectivity in the reported host-guest adducts.

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