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Gidron O, Jirásek M, Wörle M, et al. Enantiopure Alleno-Acetylenic Helicages Containing Multiple Binding Sites. Chemistry. 2016;22(45):16172-16177doi: 10.1002/chem.201603923.
Gidron, O., Jirásek, M., Wörle, M., & Diederich, F. (2016). Enantiopure Alleno-Acetylenic Helicages Containing Multiple Binding Sites. Chemistry (Weinheim an der Bergstrasse, Germany), 22(45), 16172-16177. https://doi.org/10.1002/chem.201603923
Gidron, Ori, et al. "Enantiopure Alleno-Acetylenic Helicages Containing Multiple Binding Sites." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 22,45 (2016): 16172-16177. doi: https://doi.org/10.1002/chem.201603923
Gidron O, Jirásek M, Wörle M, Diederich F. Enantiopure Alleno-Acetylenic Helicages Containing Multiple Binding Sites. Chemistry. 2016 Nov 02;22(45):16172-16177. doi: 10.1002/chem.201603923. Epub 2016 Oct 10. PMID: 27723155.
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Chemistry. 2016 Nov 02;22(45):16172-16177. doi: 10.1002/chem.201603923. Epub 2016 Oct 10.

Enantiopure Alleno-Acetylenic Helicages Containing Multiple Binding Sites.

Chemistry (Weinheim an der Bergstrasse, Germany)

Ori Gidron, Michael Jirásek, Michael Wörle, François Diederich

Affiliations

  1. Laboratorium für Organische Chemie, ETH Zurich, Vladimir-Prelog-Weg 3, 8093, Zurich, Switzerland.
  2. The Institute of Chemistry, The Hebrew University of Jerusalem, Edmond J. Safra, Givat Ram, Jerusalem, 91904, Israel.
  3. Laboratorium für Anorganische Chemie, ETH Zurich, Vladimir-Prelog-Weg 1, 8093, Zurich, Switzerland.
  4. Laboratorium für Organische Chemie, ETH Zurich, Vladimir-Prelog-Weg 3, 8093, Zurich, Switzerland. [email protected].

PMID: 27723155 DOI: 10.1002/chem.201603923

Abstract

Enantiopure alleno-acetylenic ligands, containing two chiral allene moieties, assemble diastereoselectively with zinc(II) ions to form trinuclear triple-stranded helicates, featuring two internal cavity binding sites ("helicages"). The addition of cycloalkanes or heteroalicycles results in inclusion complex formation with two guest molecules bound in one helicate. While no positive allosteric effects were observed, the chiroptical responses increased strongly upon complexation, with guest-induced circular dichroism (ICD) signals reaching up to ΔΔϵ=205 m

© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: alleno-acetylenes; chiroptical chemosensors; host-guest complexation; supramolecular chemistry; triple helicates

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