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Chaperone-like chiral cages for catalyzing enantio-selective supramolecular polymerization. | LitMetric

Chaperone-like chiral cages for catalyzing enantio-selective supramolecular polymerization.

Chem Sci

State Key Laboratory of Physical Chemistry of Solid Surfaces , Collaborative Innovation Center of Chemistry for Energy Materials (iChEM) , Department of Chemistry , College of Chemistry and Chemical Engineering , Xiamen University, Xiamen 361005 , China.

Published: September 2019

AI Article Synopsis

Article Abstract

Cage catalysis has emerged as an important approach for mimicking enzymatic reactions by increasing the reaction rate and/or product selectivity of various types of covalent reactions. Here, we extend the catalytic application of cage compounds to the field of non-covalent molecular assembly. Acid-stable chiral imine cages are found to catalyze the supramolecular polymerization of porphyrins with an accelerated assembling rate and increased product enantioselectivity. Because the imine cages have a stronger interaction with porphyrin monomers and a weaker interaction with porphyrin assemblies, they can fully automatically detach from the assembled products without being consumed during the catalytic process. We reveal the kinetics of the auto-detachment of cages and the chirality growth of the assemblies using spectroscopic characterization studies. We find that the passivation groups attached to the cages are important for maintaining the structural stability of the cages during catalyzed assembly, and that the steric geometries of the cages can profoundly affect the efficiency of chiral regulation. This strategy demonstrates a new type of catalytic application of cage compounds in the field of molecular assembly, and paves the way to controlling supramolecular polymerization through a catalytic pathway.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6910136PMC
http://dx.doi.org/10.1039/c9sc02412cDOI Listing

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