Chemische Berichte

Zum Mechanismus der Carbodesilylierung 4??bzw. 5??substituierter 2??(Trimethylsilyl) pyridine mit Benzaldehyd

F Effenberger, A Krebs, P Willrett

Index: Effenberger, Franz; Krebs, Andreas; Willrett, Peter Chemische Berichte, 1992 , vol. 125, # 5 p. 1131 - 1140

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Citation Number: 14

Abstract

An.. ylide mechanism" is proposed for the carbodesilylation of 2-(trimethylsily1) pyridines with benzaldehyde. In contrast, 3-and 4-(trimethylsilyl) pyridines, react only in the presence of a base catalyst via pyridyl anions with electrophiles. The rates of the uncatalyzed carbodesilylation reactions of 4-substituted 2-(trimethylsily1) pyridines 2 with benzaldehyde correlate very well with the resonance parameters of the substituents &, whereas the rates ...