Über organometall—quecksilber-verbindungen des typs R3CHgMR′3 (M = Si, Ge, Sn, Pb) : II. Reaktionen der verbindungen mit ungesättigten systemen: N-trialkylmetallketeniminen und -ketenacetalen

doi:10.1016/S0022-328X(00)93138-3

Journal of Organometallic Chemistry

Volume 71, Issue 1, 14 May 1974, Pages 39-48

https://doi.org/10.1016/S0022-328X(00)93138-3 Get rights and content

Abstract

The reaction of t-butyl(trimethylsilyl)mercury with benzylidenemalonodinitrile gives N-trimethylsilylketeneimines; other compounds RHgSiMe₃ do not react. N-Trialkylsilylketeneimines may be prepared from t-BuHgSnR₃ and benzylidenemalonodinitrile, from trialkyltin hydride and the adduct between benzylidenemalonodinitrile and di-t-butylmercury, or, by transmetallation, from N-silylketeneimine. The latter method allows the preparation of N-germyl- or N-plumbylketeneimines. The addition of t-BuHgSiMe₃ to malonic acid nitrile ester and phenylproniolonitrile are described, and the mechanisms of the reactions discussed.

Zusammenfassung

Die Reaktion von t-Butyl(trimethylsilyl)quecksilber mit Benzylidenmalodinitril führt zu N-Trimethylsilylketeniminen; andere Verbindungen RHgSiMe₃ reagieren jedoch nicht. N-Trialkylstannylketenimine können aus t-BuHgSnR₃ und Benzylidenmalodinitril, aus Trialkylzinnhydriden und dem Addukt zwischen Benzylidenmalodinitril und Di-t-butyl-quecksilber, oder durch Transmetallierung aus dem N-Silylketenimin dargestellt werden. Die letzte Methode erlaubt auch die Darstellung von N-Germyl- oder N-Plumbylketeniminen. Die Addition von t-BuHgSiMe₃ an Malonsäurenitrilester und an Phenylpropiolsäurenitril werden beschrieben, und die Mechanismen der Reaktionen diskutiert.

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^☆: I. Mittelung siehe Ref. 1.

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Über organometall—quecksilber-verbindungen des typs R3CHgMR′3 (M = Si, Ge, Sn, Pb) : II. Reaktionen der verbindungen mit ungesättigten systemen: N-trialkylmetallketeniminen und -ketenacetalen☆

Abstract

Zusammenfassung

J. Organometal. Chem.

J. Organometal. Chem.

Angew. Chem.

Über organometall—quecksilber-verbindungen des typs R₃CHgMR′₃ (M = Si, Ge, Sn, Pb) : II. Reaktionen der verbindungen mit ungesättigten systemen: N-trialkylmetallketeniminen und -ketenacetalen☆