Substituent-Controlled Reactions of Iminophosphoranes with Methyllithium

Authors

  • Dr. Alexander Steiner,

    1. Institut für Anorganische Chemie der Universität, Tammannstrasse 4, D-37077 Göttingen (Germany). Telefax: Int. code + (551)392582
    Search for more papers by this author
  • Priv.-Doz. Dr. Dietmar Stalke

    Corresponding author
    1. Institut für Anorganische Chemie der Universität, Tammannstrasse 4, D-37077 Göttingen (Germany). Telefax: Int. code + (551)392582
    • Institut für Anorganische Chemie der Universität Tammannstrasse 4, D-37077 Göttingen (Germany). Telefax: Int. code + (551)392582
    Search for more papers by this author

  • This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie.

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

Abstract

original image

Totally different reactivity is observed in the reactions of the two isoelectronic iminophosphoranes Py3P [DOUBLE BOND] NSiMe3 (Py = 2-pyridyl) and Ph3P [DOUBLE BOND] NSiMe3 with methyllithium. While the first, even at −78 °C, spontaneously yields a monomeric amide on reduction of phosphorus(V) to phosphorus(III), the triphenyliminophosphorane yields the dimer 1 only after several days at room temperature in a deprotonation reaction of one phenyl ring in the ortho position.

Ancillary