| DOI | Resolve DOI: https://doi.org/10.1039/P29830000555 |
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| Author | Search for: Chatgilialoglu, C.1; Search for: Woynar, H.1; Search for: Ingold, K. U.1; Search for: Davies, A.G. |
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| Affiliation | - National Research Council of Canada
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| Format | Text, Article |
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| Abstract | The radicals formed during photolysis of di-t-butyl peroxide and a number of alkenyldimethylsilanes have been examined by e.s.r. spectroscopy. Only carbon-centred radicals were observed. These were either secondary alkyl radicals formed by the addition of the initially formed silyl radical to a double bond and/or allyl radicals formed by hydrogen-atom abstraction from the alkenyl group. In most cases addition to the double bond was an intermolecular process. However, pent-4-enylsilyl radicals undergo intramolecular addition with endo-cyclization to form the six-membered ring being strongly favoured over exocyclization to form the five-membered ring. This preference was confirmed by product studies on 3,3-dimethylpent-4-enyldimethylsilane. The factors that control homolytic exo:endo cyclization rates for species in which the radical centre is located on a second row element are adumbrated. |
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| Publication date | 1983 |
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| In | |
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| Language | English |
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| Peer reviewed | Yes |
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| NPARC number | 21276714 |
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| Export citation | Export as RIS |
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| Report a correction | Report a correction (opens in a new tab) |
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| Record identifier | 81ce4030-5d0c-488c-8569-233cc751827f |
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| Record created | 2015-10-13 |
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| Record modified | 2020-03-13 |
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