C3-Symmetric Hexakis(trimethylsilyl)[7]phenylene[“Tris(biphenylenocyclobutadieno)cyclohexatriene”], a Polycyclic Benzenoid Hydrocarbon with Slightly Curved Topology

Authors

  • Prof. Roland Boese,

    Corresponding author
    1. Institut für Anorganische Chemie der Universität-Gesamthochschule, Universitätsstrasse 5–7, D-45117 Essen (Germany)
    • Institut für Anorganische Chemie der Universität-Gesamthochschule, Universitätsstrasse 5–7, D-45117 Essen (Germany)
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  • Adam J. Matzger,

    1. Department of Chemistry, University of California at Berkeley and The Chemical Sciences Division, Lawrence Berkeley Laboratory, Berkeley, CA 94720 (USA). Telefax: Int. code + (510)643-5208
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  • Dr. Debra L. Mohler,

    1. Department of Chemistry, University of California at Berkeley and The Chemical Sciences Division, Lawrence Berkeley Laboratory, Berkeley, CA 94720 (USA). Telefax: Int. code + (510)643-5208
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  • Prof. Dr. K. Peter C. Vollhardt

    Corresponding author
    1. Department of Chemistry, University of California at Berkeley and The Chemical Sciences Division, Lawrence Berkeley Laboratory, Berkeley, CA 94720 (USA). Telefax: Int. code + (510)643-5208
    • Department of Chemistry, University of California at Berkeley and The Chemical Sciences Division, Lawrence Berkeley Laboratory, Berkeley, CA 94720 (USA). Telefax: Int. code + (510)643-5208
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  • This work was supported by the National Science Foundation (CHE-9202152), the National Institutes of Health (instrumentation grant S10RR5651A), and the Fonds der Chemischen Industrie. A. J. Matzger acknowledges a Syntex predoctoral fellowship (1994–1995). We thank Prof. A. Streitwieser for helpful discussions.

  • Dedicated to Professor Ivar Ugi on the occasion of his 65th birthday

Abstract

original image

In four steps and a yield of 14%, the [7]phenylene 1 has been prepared from hexakis(trimethylsilylethynyl)-benzene. The trigonal 1 is not planar but slightly curved, and the unit cell features two molecules, staggered and offset, facing each other in a concave–concave arrangement.

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