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Triphenylphosphonioacetylide: A Species Isoelectronic with Isocyanides
Hans Jürgen Bestmann1, Wilhelm Frank1, Claus Moll1
1Institut für Organische Chemie der Universität Erlangen-Nürnberg, Henkestrasse 42, D-91054 Erlangen (Germany), Fax: Int. code+(49) 9131 85-6864.
Abstract:
Stabilized only by triphenylphosphane, the title compound 1 was synthesized and investigated theoretically (the HOMO of 1 is depicted on the right). Both calculations and experimental NMR spectra show that no Lewis structure can describe the geometry and charge distribution accurately. Compound 1 undergoes an equivalent of the Passerini reaction. Ph3 P+ -C≡C- : 1.
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