The reactions of [tris(trimethylsilyl)methyl] diphenylbromosilane and tetra-n-butylphosphonium chloride

Reaction between (Me 3Si) 3CSiPh 2Br 3 and n-Bu 4PCl gives two products, (Me 3Si) 3CSiPh 2Cl 4 and (Me 3Si) 2CHSiPh 2OSiMe 3 5, under hetero- and homogeneous conditions. The two products are quite unusual, the chloride 4 as one of the first examples of a direct nucleophilic displacement in the highl...

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Bibliographic Details
Published inInorganica Chimica Acta Vol. 99; no. 1; pp. 69 - 73
Main Authors Damrauer, R., Wheelan, Pat, Razavi, H., Whalen, M., Aran, L.
Format Journal Article
LanguageEnglish
Published Lausanne Elsevier B.V 01.01.1985
Elsevier Science
Subjects
Chemistry
Exact sciences and technology
Organic chemistry
Organometalloidal and organometallic compounds
Preparations and properties
Si derivatives
Chemical composition
Chemical reaction
Silicon Organic compounds
Phosphorus Organic compounds
Quaternary phosphonium compound
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Summary:Reaction between (Me 3Si) 3CSiPh 2Br 3 and n-Bu 4PCl gives two products, (Me 3Si) 3CSiPh 2Cl 4 and (Me 3Si) 2CHSiPh 2OSiMe 3 5, under hetero- and homogeneous conditions. The two products are quite unusual, the chloride 4 as one of the first examples of a direct nucleophilic displacement in the highly hindered trisyl system, the siloxane 5 as the first example of a new rearrangement. The nature of the oxygen impurity in Bu 4PCl which gives siloxane 5 is discussed as are the mechanisms of formation of both products.
ISSN:0020-1693
1873-3255
DOI:10.1016/S0020-1693(00)86050-8