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Kinetic Traps to Activate Stereomutation in Supramolecular Polymers.

Jorge S ValeraRafael GómezLuis Sánchez
Published in: Angewandte Chemie (International ed. in English) (2018)
The helical stereomutation in the kinetically controlled coassembly of the reported carbonyl-bridged triarylamines (CBTs) is described. The copolymerization of chiral CBTs (S)-1 or (R)-1 with achiral 2 in sergeants-and-soldiers (SaS) experiments results in a tunable 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.
Keyphrases
  • capillary electrophoresis
  • ionic liquid
  • mass spectrometry