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Issue 30, 2018
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Silylated cyclopentadienes as competent silicon Lewis acid catalysts

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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.

Graphical abstract: Silylated cyclopentadienes as competent silicon Lewis acid catalysts

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Publication details

The article was received on 23 May 2018, accepted on 23 Jun 2018 and first published on 29 Jun 2018


Article type: Edge Article
DOI: 10.1039/C8SC02279H
Chem. Sci., 2018,9, 6406-6410
  • Open access: Creative Commons BY license
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    Silylated cyclopentadienes as competent silicon Lewis acid catalysts

    M. A. Radtke and T. H. Lambert, Chem. Sci., 2018, 9, 6406
    DOI: 10.1039/C8SC02279H

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