Silylhydroxylamines: Compounds with Unusual Nitrogen Coordination

Norbert W. Mitzel, Klaus Angermaier, Hubert Schmidbaur

Research output: Contribution to journalArticlepeer-review

30 Scopus citations


Five (arylsilyl)hydroxylamines (1–5) were prepared from the corresponding arylhalosilanes and alkylated hydroxylamines in the presence of triethylamine as an auxiliary base. The crystal structure of (p-tolH2Si)2NOMe (3) shows the Si2NO group to be clearly pyramidal, a unique feature in Si/N chemistry. The conformation of the Si2NOC skeleton is found to be the same as in alkylated hydroxylamines. The NMR spectra of all five elements present in the compounds (1H, 13C, 15N, 17O, 29Si) have been measured and are discussed. In this context 1J(15N29Si) coupling constants were found to reflect the unusual nitrogen hybridization in the pyramidal configuration.

Original languageEnglish
Pages (from-to)1762-1766
Number of pages5
Issue number5
StatePublished - 1 May 1994
Externally publishedYes


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