Journal of the American Chemical Society · 2002 · 57 citations · 10 references
Natural SciencesChemistryMaterials ChemistryOrganic ChemistryPhysical ChemistryHalogen ChemistryHeterocyclic ChemistryCrystal Structure AnalysisSilane CouplingSilylation Reactions
A number of disilanes have been synthesized from a stable silylene, 1 (N,N'-di-tert-butyl-1,3-diaza-2-silacyclopent-4-en-2-ylidene), and a variety of halocarbons. It is proposed that disilane formation is a result of an initial halophilic interaction between the silylene and halocarbon. Formation of disilanes from 1 and CCl4, 2a, CHCl3, 2b, CH2Cl2, 2c, benzyl chloride, 2d, and bromobenzene, 5, are described here. An X-ray crystal structure of 2b was determined.
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Michael Haaf, Thomas A. Schmedake, Robert West · Accounts of Chemical Research · 2000 · 461 citations
Synthesis and Reactivity of a Stable Silylene
Michael Haaf, Andreas Schmiedl, Thomas A. Schmedake et al. · Journal of the American Chemical Society · 1998 · 198 citations
Unexpected Reactions of an Isolable Dialkylsilylene with Haloalkanes
Shintaro Ishida, Takeaki Iwamoto, Chizuko Kabuto et al. · Chemistry Letters · 2001 · 43 citations
Nucleophilic substitutions of perhalofluoroalkanes initiated by halophilic attacks
X.-y. Li, Xinyao Jiang, Hsu-An Pan et al. · Pure and Applied Chemistry · 1987 · 36 citations · Full text