Kinetics of a novel 1,2-rearrangement reaction of β-silyl radicals. The ring-expansion of (3-oxa-2-silacyclopentyl)methyl radical into 4-oxa-3- silacyclohexyl radical is irreversible

Synlett

Volumn , Issue 11, 1999, Pages 1766-1768

  Sugimoto, Isamu ^a   Shuto, Satoshi ^a   Matsuda, Akira ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

Kinetics; Radical reaction; Rearrangement; Ring expansion; Silicon

Indexed keywords

RADICAL; SILICON DERIVATIVE; TOLUENE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; IRRADIATION; KINETICS; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0032724353     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2949     Document Type: Article

References (21)

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8. One-pot introduction of a vinyl group with the vinylsilyl tether via atom transfer radical cycliazation reaction has also been developed: Sugimoto, I.; Shuto, S.; Matsuda, A. J. Org. Chem. 1999, 64, 7153-7157.
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15. Carbon to oxygen or carbon to nitrogen 1,2-silicon shifts in oxygen-or nitrogen-centered β-silyl radicals have been known: (a) Harris, J. M.; Macinnes, I.; Walton, J. C.; Maillard, B. J. Organometal. Chem. 1991, 403, C25-C28.
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20. 3SiH. This technique has been widely used to determine the rate constants for radical reactions: see ref. 8.
21. -1 from the Arrhenius equation reported in ref. 8a.