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New Aspects of Carbanion Chemistry. Structure of Pentadienyl Anions and Butenediyl Dianions and their Roles in Organic and Inorganic Syntheses

  • Conference paper
Recent Advances in Anionic Polymerization

Abstract

Pentadienylpotassium exhibits the U-shaped (Z,Z)-geometry in ethereal solution as confirmed by trimethylsilylation and by the NMR measurement while solvated pentadienyllithium assumes the W-shaped (E,E)-geoemtry. The EHMO calculation on the pentadienylpotassium indicates the substantial stability of the U-shaped geometry. A variety of transmetallation of pentadienylpotassium is summarized briefly. A novel preparative method of 2-butene-l,4-diylmagnesium, one of the allylic dianions, is also described. This bifunctional magnesium compound serves as a versatile reagent in organic and inorganic syntheses.

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Author information

Authors and Affiliations

  1. Department of Macromolecular Science, Faculty of Science, Osaka University, Toyonaka, Osaka, 560, Japan

    Hajime Yasuda, Kazuyuki Tatsumi & Akira Nakamura

Authors
  1. Hajime Yasuda
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  2. Kazuyuki Tatsumi
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  3. Akira Nakamura
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Editor information

Editors and Affiliations

  1. Department of Chemistry, University of Florida, Gainesville, Florida, USA

    Thieo E. Hogen-Esch Ph.D.

  2. Chemistry Department, State University of New York, College of Environmental Science and Forestry, Syracuse, New York, USA

    Johannes Smid Ph.D.

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© 1987 Elsevier Science Publishing Co., Inc.

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Yasuda, H., Tatsumi, K., Nakamura, A. (1987). New Aspects of Carbanion Chemistry. Structure of Pentadienyl Anions and Butenediyl Dianions and their Roles in Organic and Inorganic Syntheses. In: Hogen-Esch, T.E., Smid, J. (eds) Recent Advances in Anionic Polymerization. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-3175-6_4

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  • DOI: https://doi.org/10.1007/978-94-009-3175-6_4

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-7924-2

  • Online ISBN: 978-94-009-3175-6

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