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Published November 16, 2019 | Version v1
Journal article Open

Supramolecular chirogenesis in zinc porphyrins by enantiopure hemicucurbit[n]urils (n = 6, 8)

Creators

  • 1. Department of Chemistry and Biotechnology, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia
  • 2. Paul Scherrer Institute, Laboratory for Neutron Scattering and Imaging, Forschungsstrasse 111, 5232 Villigen PSI, Switzerland
  • 3. National Institute of Chemical Physics and Biophysics, Akadeemia tee 23, 12618 Tallinn, Estonia
  • 4. Faculty of Science and Technology, University of Tartu, Vanemuise 46-208, 51014 Tartu, Estonia

Description

Chiral cyclohexanohemicucurbit[n]urils (n = 6, 8) (cycHCs) are able to bind guests through multiple “outer surface interactions”, which in the case of planar zinc porphyrins leads to induction of chirality. Crystal structures of complexes of complementary sized hosts revealed social self-sorting, while in the solution phase one cycHC can accommodate up to three porphyrin molecules with log Ktotal 9.

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Additional details

Funding

INITIO – INnovative chemIcal sensors for enanTioselective detectIon of chiral pOllutants 828779
European Commission