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Cyclopentadienylruthenium π Complexes of Subphthalocyanines: A “Drop-Pin” Approach To Modifying the Electronic Features of Aromatic Macrocycles

Authors

  • Dr. Esmeralda Caballero,

    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid (Spain)
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  • Javier Fernández-Ariza,

    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid (Spain)
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  • Prof. Vincent M. Lynch,

    1. Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station-A5300, University of Texas at Austin, TX 78712-0165 (USA)
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  • Dr. Carlos Romero-Nieto,

    1. Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials (ICMM), University of Erlangen-Nuremberg, Egerlandstrasse 3, 91058 Erlangen (Germany)
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  • Dr. M. Salomé Rodríguez-Morgade,

    Corresponding author
    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid (Spain)
    • Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid (Spain)
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  • Prof. Jonathan L. Sessler,

    Corresponding author
    1. Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station-A5300, University of Texas at Austin, TX 78712-0165 (USA)
    • Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station-A5300, University of Texas at Austin, TX 78712-0165 (USA)
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  • Prof. Dirk M. Guldi,

    Corresponding author
    1. Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials (ICMM), University of Erlangen-Nuremberg, Egerlandstrasse 3, 91058 Erlangen (Germany)
    • Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials (ICMM), University of Erlangen-Nuremberg, Egerlandstrasse 3, 91058 Erlangen (Germany)
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  • Prof. Tomás Torres

    Corresponding author
    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid (Spain)
    2. IMDEA-Nanociencia, c/Faraday, 9, Campus de Cantoblanco, 28049- Madrid (Spain)
    • Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid (Spain)
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  • Support is acknowledged from the U.S. National Science Foundation (grant CHE-1057904 to J.L.S.), the Robert A. Welch Foundation (grant F-1018 to J.L.S.), the Spanish MEC (CTQ2011-24187/BQU and CONSOLIDER INGENIO 2010, CSD2007-00010 on Molecular Nanoscience), the Comunidad de madrid (MADRISOLAR-2, S2009/PPQ/1533), the EU (FP7-ICT-2011.3.6, No: 287818), Fonds der Chemischen Industrie (FCI), and Deutsche Forschungsgemeinschaft (SFB 583).

Abstract

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Facing facts: Coordination of Cp*Ru (Cp*=C5Me5) to the concave and convex π surfaces of subphthalocyanines constitutes a new approach to the functionalization of subazaporphyrins. While the convex face shows higher reactivity, coordination to the concave side produces a stronger diatropic influence on the Cp* ligand and a greater perturbation of the macrocyclic π-electronic features.

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