Zum Mechanismus der Carbodesilylierung 4- bzw. 5-substituierter 2-(Trimethylsilyl)pyridine mit Benzaldehyd
✍ Scribed by Effenberger, Franz ;Krebs, Andreas ;Willrett, Peter
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1992
- Tongue
- English
- Weight
- 967 KB
- Volume
- 125
- Category
- Article
- ISSN
- 0009-2940
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✦ Synopsis
An ..ylide mechanism" is proposed for the carbodesilylation of 2-(trimethylsily1)pyridines with benzaldehyde. In contrast, 3and 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 of 5-substituted 2-(trimethylsily1)pyridines 7 correlate with the inductive substituent parameters o1 in the Taft equation. This is to our knowledge the first direct determination of the resonance parameters &.
📜 SIMILAR VOLUMES
## Abstract 13 Produkte des oxydativen Abbaues von 1,3,5‐Trimethyl‐2,4,6‐tris‐(3,5‐di‐tert.‐butyl‐4‐hydroxybenzyl)‐benzol (I) in autoxydierendem Polypropylen (PP) wurden identifiziert. Sie erlauben Rückschlüsse auf den Mechanismus der inhiberenden Reaktion, den Anteil des Antioxydans, der durch Rea