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Silylated cyclopentadienes as competent silicon Lewis acid catalysts
M Alex Radtke1, Tristan H Lambert1,2
1Department of Chemistry , Columbia University , New York , NY 10027 , USA.
Abstract:
The synthesis and characterization of silicon Lewis acid complexes that incorporate highly electron-deficient cyclopentadienes is reported. Several pentacarboxycyclopentadienyl and monocarboxytetracyanocyclopentadienyl complexes were prepared. A comparison of their reactivities for catalysis of the allylation of an electron-deficient benzaldehyde was established. The use of a monocarboxytetracyano silylium donor was shown to be effective for the allylation or arylation of a variety of electrophiles via an anion abstraction pathway.
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