Homolytic Substitution Reaction at a Silicon Atom | Zendy

Kulicke Klaus. | Zendy; Chatgilialoglu Chryss Stomos | Zendy; Kopping Birgit | Zendy; Iese Bernd | Zendy

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Homolytic Substitution Reaction at a Silicon Atom

Author(s) -

Kulicke Klaus.,

Chatgilialoglu Chryss Stomos,

Kopping Birgit,

Iese Bernd

Publication year - 1992

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19920750327

Subject(s) - chemistry , homolysis , alkyl , trimethylsilyl , silane , medicinal chemistry , substitution (logic) , photochemistry , hydrogen atom , free radical reaction , radical cyclization , substitution reaction , radical , organic chemistry , computer science , programming language

Tris(trimethylsilyl)silane ( 2 ) is an efficient hydrosilylating agent of 1,6‐dienes 1 operating via a free‐radical chain mechanism. The intermediate alkyl radical 3 attacks the second olefinic bond of the diene 1 and forms cyclopentylalkyl radical 4 . Using a low concentration of the hydrogen donor 2 , a radical substitution reaction at the Si‐center of cis ‐ 4 occurs and yields the bicyclic silane 6 . The rate of this homolytic substitution at the Si‐atom is 2.4 · 10 5 s ‐1 (80°).

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