Dehydrocoupling reactions of amines with silanes catalyzed by [(Et2N)3U][BPh4]

Jia Xi Wang, Aswini K. Dash, Jean Claude Berthet, Michel Ephritikhine, Moris S. Eisen*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

52 Scopus citations

Abstract

Dehydrocoupling reactions of primary amines RNH2 with PhSiH3 were catalyzed by [(Et2N)3U][BPh4] to give the corresponding aminosilanes PhSiH3-n(NHR)n (n = 1-3), the relative yields of the products were found to be dependent on the experimental conditions and on the nature of R. For a primary silane (PhSiH3), the reactivity of RNH2 follows the order primary > secondary > tertiary. Similar dehydrocoupling reactions using secondary amines with secondary silanes were found to be less reactive. Homodehydrocoupling of the silane was found not to be a competing reaction at room temperature. The hydride [(RNH)2UH][BPh4], which is plausibly formed in the reaction of [(RNH)3U][BPh4] with PhSiH3 is a likely intermediate in the catalytic cycle.

Original languageEnglish
Pages (from-to)49-57
Number of pages9
JournalJournal of Organometallic Chemistry
Volume610
Issue number1-2
DOIs
StatePublished - 22 Sep 2000
Externally publishedYes

Keywords

  • Amines
  • Cationic
  • Dehydrocoupling
  • Silanes
  • Uranium

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