Effenberger, FranzKrebs, AndreasWillrett, Peter2009-08-282016-03-312009-08-282016-03-311992312012322http://nbn-resolving.de/urn:nbn:de:bsz:93-opus-44275http://elib.uni-stuttgart.de/handle/11682/1167http://dx.doi.org/10.18419/opus-1150An "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 σ1, whereas the rates of 5-substituted 2-(trimethylsily1)pyridines 7 correlate with the inductive substituent parameters σ1 in the Taft equation.deinfo:eu-repo/semantics/openAccessBenzaldehyd , Elektrophile Substitution540article2009-10-19