4.8 Article

Homochiral supramolecular polymerization of bowl-shaped chiral macrocycles in solution

Journal

CHEMICAL SCIENCE
Volume 5, Issue 1, Pages 136-140

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3sc52449c

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Funding

  1. Japan Society for the Promotion of Science (JSPS)
  2. Ministry of Education, Science, Sports and Culture, Japan [24655095]
  3. Grants-in-Aid for Scientific Research [11J09721] Funding Source: KAKEN

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Chiral monomers 1 and 2, carrying C-4(-) and C(3)(-)symmetric bowl-shape peptidic macrocycle cores, respectively, undergo supramolecular polymerization in solution via van der Waals and hydrogen bonding interactions. Size-exclusion chromatographic studies, using UV and CD detectors, on the supramolecular copolymerization of their enantiomers demonstrated that these monomers are the first chiral macrocycles that polymerize enantioselectively with a strong preference for chiral self-sorting.

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