Hydrosilylation of a silicon(II) hydride: Synthesis and characterization of a remarkable silylsilylene

Shu Hua Zhang, Hui Xian Yeong, Hong Wei Xi, Kok Hwa Lim, Cheuk Wai So*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

40 Citations (Scopus)

Abstract

The synthesis and characterization of novel monomeric silylsilylenes [{PhC(NtBu)2}Si-Si{(NtBu)2-C(H)Ph}R] (R = Cl (2), H (4)) are described. Compound 2 was prepared by the treatment of [{PhC(NtBu) 2}SiHCl2] (1) with two equivalents of potassium graphite, whereas compound 4 was synthesized by the treatment of 1 with four equivalents of potassium graphite. The results suggest that silicon(II) hydride intermediate [{PhC(NtBu)2}SiH] was formed in the reduction, which underwent a hydrosilylation with the amidinate ligand of [{PhC(NtBu)2}SiR] (R=Cl or H) to form 2 and 4, respectively. The existence of [{PhC-(NtBu) 2}SiH] in solution was demonstrated by the treatment of [{PhC-(NtBu)2}SiCl] (3) with [K{HB(iBu)3}]. Compounds 2 and 4 have been characterized by X-ray crystallography and NMR spectroscopy. The results show that compounds 2 and 4 are stable in solution or the solid state, and do not dimerize to form the corresponding disilene. DFT calculations show that the Si-Si bonds in 2 and 4 do not have multiple-bond character.

Original languageEnglish
Pages (from-to)10250-10254
Number of pages5
JournalChemistry - A European Journal
Volume16
Issue number33
DOIs
Publication statusPublished - Sept 3 2010
Externally publishedYes

ASJC Scopus Subject Areas

  • Catalysis
  • General Chemistry
  • Organic Chemistry

Keywords

  • Carbene homologues
  • N ligands
  • Silicon
  • Silylenes

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