Phenylsilyl Chalcogenides, (Phenylsilyl)amines and Related Phosphonium (Phenylsilyl)methylides

Norbert W. Mitzel, Annette Schier, Holger Beruda, Hubert Schmidbaur

Research output: Contribution to journalArticlepeer-review

34 Scopus citations

Abstract

The synthesis of 1,3‐diphenyldisiloxane (1) by hydrolysis of chloro(phenyl)silane is optimized, 1,3‐diphenyldisilthiane (2) is made available by the reaction of H2S with PhH2SiCl and triethylamine. 1,3‐Diphenyldisilselenane (3) is prepared from K2Se and PhH2SiBr. Selective ammonolysis of PhH2SiBr leads either to bis(phenylsilyl)amine (4) or to tris(phenylsilyl)amine (5). (Phenylsilyl)bis(trimethylsilyl)amine (6) is prepared by the reaction of 1,1,1,3,3,3‐hexamethyldisilazane with chloro(phenyl)silane and triethylamine. According to a crystal structure determination the molecule of 6 features a planar Si3N skeleton. Phenylsilylated phosphonium methylides are available by two synthetic pathways: Transsilylation of phosphonium (trimethylsilyl)methylides and direct silylation of unsubstituted phosphonium methylides R3P = CH2. The structure of the molecule Me3P = C(SiH2Ph)2 (11) in the crystal also exhibits a virtually planar PCSi2 skeleton, isoelectronic with Si3N.

Original languageEnglish
Pages (from-to)1053-1059
Number of pages7
JournalChemische Berichte
Volume125
Issue number5
DOIs
StatePublished - May 1992
Externally publishedYes

Keywords

  • Disiloxanes
  • Disilselenanes
  • Disilthianes
  • Phosphonium methylides

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