Cyclic (Amino)(Phosphonium Bora-Ylide)Silanone: A Remarkable Room-Temperature-Persistent Silanone

Alfredo Rosas-Sánchez, Isabel Alvarado-Beltran, Antoine Baceiredo, Nathalie Saffon-Merceron, Stéphane Massou, Daisuke Hashizume, Vicenç Branchadell, Tsuyoshi Kato

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22 Citations (Scopus)

Abstract

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim A silanone substituted by bulky amino and phosphonium bora-ylide substituents has been isolated in crystalline form. Thanks to the exceptionally strong electron-donating phosphonium bora-ylide substituent, the lifetime at room temperature of the silanone is dramatically extended (t1/2=4 days) compared to the related (amino)(phosphonium ylide)silanone VI (t1/2=5 h), allowing easier manipulation and its use as precursor of new valuable silicon compounds. The interaction of silanone with a weak Lewis acid such as MgBr2 increases further its stability (no degradation after 3 weeks at room temperature).
Original languageEnglish
Pages (from-to)15916-15920
JournalAngewandte Chemie - International Edition
Volume56
Issue number50
DOIs
Publication statusPublished - 11 Dec 2017

Keywords

  • N-heterocyclic carbenes
  • bora-ylides
  • borylenes
  • phosphines
  • silanones

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    Rosas-Sánchez, A., Alvarado-Beltran, I., Baceiredo, A., Saffon-Merceron, N., Massou, S., Hashizume, D., Branchadell, V., & Kato, T. (2017). Cyclic (Amino)(Phosphonium Bora-Ylide)Silanone: A Remarkable Room-Temperature-Persistent Silanone. Angewandte Chemie - International Edition, 56(50), 15916-15920. https://doi.org/10.1002/anie.201710358