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Assembly of Helicene-Capped N,P,N,P,N-Helicands within CuI Helicates: Impacting Chiroptical Properties by Ligand–Ligand Charge Transfer

Authors

  • Dr. Volodimir Vreshch,

    1. Sciences Chimiques de Rennes UMR 6226 CNRS, Université de Rennes 1, 35042 Rennes Cedex (France)
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  • Mehdi El Sayed Moussa,

    1. Sciences Chimiques de Rennes UMR 6226 CNRS, Université de Rennes 1, 35042 Rennes Cedex (France)
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  • Dr. Brigitte Nohra,

    1. Sciences Chimiques de Rennes UMR 6226 CNRS, Université de Rennes 1, 35042 Rennes Cedex (France)
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  • Dr. Monika Srebro,

    1. Department of Chemistry, University at Buffalo, State University of New York, Buffalo, NY 14260 (USA)
    2. Department of Theoretical Chemistry, Faculty of Chemistry, Jagiellonian University, 30-060 Krakow (Poland)
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  • Dr. Nicolas Vanthuyne,

    1. Chirosciences, UMR 7313, Stéréochimie Dynamique et Chiralité, Aix-Marseille University, 13397 Marseille (France)
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  • Prof. Christian Roussel,

    1. Chirosciences, UMR 7313, Stéréochimie Dynamique et Chiralité, Aix-Marseille University, 13397 Marseille (France)
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  • Prof. Jochen Autschbach,

    Corresponding author
    1. Department of Chemistry, University at Buffalo, State University of New York, Buffalo, NY 14260 (USA)
    2. Department of Theoretical Chemistry, Faculty of Chemistry, Jagiellonian University, 30-060 Krakow (Poland)
    • Department of Chemistry, University at Buffalo, State University of New York, Buffalo, NY 14260 (USA)
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  • Dr. Jeanne Crassous,

    Corresponding author
    1. Sciences Chimiques de Rennes UMR 6226 CNRS, Université de Rennes 1, 35042 Rennes Cedex (France)
    • Sciences Chimiques de Rennes UMR 6226 CNRS, Université de Rennes 1, 35042 Rennes Cedex (France)
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  • Dr. Christophe Lescop,

    Corresponding author
    1. Sciences Chimiques de Rennes UMR 6226 CNRS, Université de Rennes 1, 35042 Rennes Cedex (France)
    • Sciences Chimiques de Rennes UMR 6226 CNRS, Université de Rennes 1, 35042 Rennes Cedex (France)
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  • Prof. Régis Réau

    Corresponding author
    1. Sciences Chimiques de Rennes UMR 6226 CNRS, Université de Rennes 1, 35042 Rennes Cedex (France)
    • Sciences Chimiques de Rennes UMR 6226 CNRS, Université de Rennes 1, 35042 Rennes Cedex (France)
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  • Financial supports: V.V. thanks the “Région Bretagne” for a CREATE fellowship. Financial support from the CNRS, University of Rennes 1, ANR (12-BS07-0004-METALHEL-01) and the National Science Foundation (CHE 0952253). J.A. and M.S. thank the Center for Computational Research (CCR) at the University at Buffalo. M.S. acknowledges the Foundation for Polish Science (“START” stipend for young researchers) and the Ministry of Science and Higher Education in Poland (“Mobility Plus” program).

Abstract

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Combining helicate and helicene chemistry: Pentadentate phosphole-pyridine helicands (see scheme) coordinated to CuI or AgI centers afford configurationally stable double-stranded helicates bearing multiple bridging-phosphane coordination modes. Similarly enantiomerically pure helicene-grafted helicands afford enantiopure helicates.

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