Cyclic Amino(Ylide) Silylene: A Stable Heterocyclic Silylene with Strongly Electron-Donating Character

I Alvarado-Beltran, A Baceiredo, N Saffon-Merceron, V. Branchadell, T Kato

Research output: Contribution to journalArticleResearchpeer-review

18 Citations (Scopus)

Abstract

© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim An isolable heterocyclic silylene (4) with two different π-donating substituents, namely a classical amino group and a more electropositive and stronger carbon-based π-donating phosphonium ylide, was synthesized and fully characterized. The combination of these two different π-donating substituents confers high thermal stability and an unusual nucleophilic character on silylene 4. Therefore, silylene 4 behaves as a strong donor ligand toward transition metals with a donating character comparable to N-heterocyclic carbenes, in contrast to classical N-heterocyclic silylenes, which generally present a weak donating character.
Original languageEnglish
Pages (from-to)16141-16144
JournalAngewandte Chemie - International Edition
Volume55
Issue number52
DOIs
Publication statusPublished - 1 Jan 2016

Keywords

  • heterocycles
  • ligand design
  • ligand effects
  • main-group chemistry
  • silylenes

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