This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie.
Article first published online: 22 DEC 2003
Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
Angewandte Chemie International Edition in English
Volume 34, Issue 16, pages 1752–1755, September 1, 1995
How to Cite
Steiner, A. and Stalke, D. (1995), Substituent-Controlled Reactions of Iminophosphoranes with Methyllithium. Angew. Chem. Int. Ed. Engl., 34: 1752–1755. doi: 10.1002/anie.199517521
Dedicated to Professor Paul von Ragué Schleyer on the occasion of his 65th birthday
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Revised: 3 MAY 1995
- Manuscript Received: 27 FEB 1995
- lithium compounds;
- NMR spectroscopy;
- solid-state structures
Totally different reactivity is observed in the reactions of the two isoelectronic iminophosphoranes Py3P NSiMe3 (Py = 2-pyridyl) and Ph3P 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.