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Kinetic traps to activate stereomutation in supramolecular polymers

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2018

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Wiley
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Valera, Jorge S., et al. «Kinetic Traps to Activate Stereomutation in Supramolecular Polymers». Angewandte Chemie International Edition, vol. 58, n.o 2, enero de 2019, pp. 510-14. https://doi.org/10.1002/anie.201809272.

Abstract

We describe the helical stereomutation in the kinetically controlled coassembly of the reported carbonyl‐bridged triarylamines (CBTs). The copolymerization of chiral CBTs (S)‐1 or (R)‐1 with achiral 2 in sergeants‐and‐soldiers (SaS) experiments results in a tuneable helicity conditioned by the percentage of the chiral sergeant and by the cooling rate. The dissimilar inherent chirality of the extended monomeric (M) and intramolecularly H‐bonded metastable (M*) species as well as the different stability of the kinetic trap of the chiral CBTs (S)‐1/(R)‐1 and the achiral CBT 2 condition the chirality transfer and afford J‐aggregates of inverse handedness

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