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Single-Crystal X-Ray Structure of the Metastable Aryne Precursor Tetrafluorophenyllithium and of 1,2,3,4-Tetrafluorobenzene

Authors

  • Dr. Thomas Kottke,

    1. University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712 (USA). Telefax: Int. code + (512)471-8648
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  • Dr. Kuangsen Sung,

    1. University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712 (USA). Telefax: Int. code + (512)471-8648
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  • Prof. Dr. Richad J. Lagow

    Corresponding author
    1. University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712 (USA). Telefax: Int. code + (512)471-8648
    • University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712 (USA). Telefax: Int. code + (512)471-8648
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  • This work was supported by the National Science Foundation (NSF), grant no, CHE-9106482. T. K. thanks the Alexander von Humboldt Foundation for a Feodor-Lynen scholarship.

  • Dedicated to Paul von Ragué Schleyer on the occasion of his 65th birthday

Abstract

Do intramolecular Li[BOND]F interactions affect the reactivity of aryne precursors? This was the key question for structural studies of lithiated and nonlithiated tetrafluorobenzene. No correlation between Li[BOND]F distances and the ease of LiF elimination exists, and the lengths of the Caryl[BOND]F bonds in the lithiated compound are less affected by Li[BOND]F interactions than by the “anionic” character of the benzene ring.

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