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July 11, 2020 article Open access Aachen paper

Helicates with Ether‐Substituted Catechol Esters as Ligands

European Journal of Organic Chemistry, vol. 2020, pp. 5161–5172

DOI: 10.1002/ejoc.202000843 Full text (OA) OpenAlex

Abstract

Mono‐ or biscatechol esters with ether‐type substituents or spacers form either triple lithium bridged dimeric helicates or triple stranded helicates with the ability to bind three lithium cations in their interior. Hierarchical helicates with ether or thioether substituents show in solution a monomer‐dimer equilibrium which is independent of the heteroatom in the ester substituent. However, dimerization constants are significantly lower than for corresponding alkyl derivatives. Dinuclear helicates with oligoether spacers are well obtained in the presence of lithium cations. Upon removal of the cations the helicates expand and successive addition of LiCl results in compression again.

Authors 11

  1. Christian Mevissen Aachen Institut für Organische Chemie

    RWTH Aachen University

    Affiliation as printed

    Institut für Organische Chemie RWTH Aachen University Landoltweg 1 52074 Aachen Germany

  2. A. Carel N. Kwamen Aachen Institut für Organische Chemie

    RWTH Aachen University

    Affiliation as printed

    Institut für Organische Chemie RWTH Aachen University Landoltweg 1 52074 Aachen Germany

  3. Leonard Himmel Aachen Institut für Organische Chemie

    RWTH Aachen University

    Affiliation as printed

    Institut für Organische Chemie RWTH Aachen University Landoltweg 1 52074 Aachen Germany

  4. Xiaofei Chen Aachen Institut für Organische Chemie

    RWTH Aachen University

    Affiliation as printed

    Institut für Organische Chemie RWTH Aachen University Landoltweg 1 52074 Aachen Germany

  5. Saskia Huda Aachen Institut für Organische Chemie

    RWTH Aachen University

    Affiliation as printed

    Institut für Organische Chemie RWTH Aachen University Landoltweg 1 52074 Aachen Germany

  6. Christian R. Göb Aachen Institut für Anorganische Chemie

    RWTH Aachen University

    Affiliation as printed

    Institut für Anorganische Chemie RWTH Aachen University Landoltweg 1 52074 Aachen Germany

  7. Judith Jenniches Aachen Institut für Anorganische Chemie

    RWTH Aachen University

    Affiliation as printed

    Institut für Anorganische Chemie RWTH Aachen University Landoltweg 1 52074 Aachen Germany

  8. Iris M. Oppel Aachen Institut für Anorganische Chemie

    RWTH Aachen University

    Affiliation as printed

    Institut für Anorganische Chemie RWTH Aachen University Landoltweg 1 52074 Aachen Germany

  9. Jas S. Ward

    University of Jyväskylä

    Affiliation as printed

    Department of Chemistry University of Jyväskylä P.O. Box 35 40014 Jyväskylä Finland

  10. Kari T. Rissanen

    University of Jyväskylä

    Affiliation as printed

    Department of Chemistry University of Jyväskylä P.O. Box 35 40014 Jyväskylä Finland

  11. Markus Albrecht corresponding Aachen Institut für Organische Chemie

    RWTH Aachen University

    Affiliation as printed

    Institut für Organische Chemie RWTH Aachen University Landoltweg 1 52074 Aachen Germany

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References 44