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Phenyl–Perfluorophenyl Stacking Interactions: A New Strategy for Supermolecule Construction

Authors

  • Dr. Geoffrey W. Coates,

    1. The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA), Fax: Int. code +(818) 564-9297, e-mail: rhg@starbase1.caltech.edu
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  • Alex R. Dunn,

    1. The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA), Fax: Int. code +(818) 564-9297, e-mail: rhg@starbase1.caltech.edu
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  • Lawrence M. Henling,

    1. The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA), Fax: Int. code +(818) 564-9297, e-mail: rhg@starbase1.caltech.edu
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  • Prof. Dennis A. Dougherty,

    Corresponding author
    1. The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA), Fax: Int. code +(818) 564-9297, e-mail: rhg@starbase1.caltech.edu
    • The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA), Fax: Int. code +(818) 564-9297, e-mail: rhg@starbase1.caltech.edu
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  • Prof. Dr. Robert H. Grubbs

    Corresponding author
    1. The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA), Fax: Int. code +(818) 564-9297, e-mail: rhg@starbase1.caltech.edu
    • The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA), Fax: Int. code +(818) 564-9297, e-mail: rhg@starbase1.caltech.edu
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  • Financial support of this work was provided by the National Science Foundation (USA). G. W. C. acknowledges an NSF Postdoctoral Fellowship, and A. R. D. thanks Caltech for a Summer Undergraduate Research Fellowship (SURF). The authors acknowledge Dr. J. Graves for assistance with FAB mass spectrometry and Prof. D. J. Sandman for helpful discussions.

Abstract

original image

Photochemically induced polymerizations in the solid state of 1 · 2 and 3 depend on the intriguing interaction between phenyl and perfluorophenyl groups, which leads to an appropriate alignment of the molecules in the crystal. As with the 1:1 complex of benzene and hexafluorobenzene the diyne monomers are stacked alternately to form columns of arene groups.

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