DOI | Resolve DOI: https://doi.org/10.1021/jo00392a003 |
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Author | Search for: Lusztyk, J.1; Search for: Maillard, B.1; Search for: Deycard, S.1; Search for: Lindsay, D.A.1; Search for: Ingold, K. U.1 |
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Affiliation | - National Research Council of Canada
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Format | Text, Article |
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Abstract | Arrhenius parameters for the reaction of a secondary alkyl radical with tri-n-butylgermanium hydride have been measured by using the cyclization of 1-methyl-5-hexenyl radical as a "clock" reaction. At 298 K the rate constant is 1.8 × 10 4 M -1 s -1, which makes the secondary alkyl radical/n-Bu 3GeH reaction about 80 times slower than the corresponding reaction with tri-n-butyltin hydride. The secondary alkyl radical clock reaction has been rather precisely calibrated by using new data and data from the literature. An attempt to carry out similar experiments with 1,1-dimethyl-5-hexenyl yielded much less precise data for the cyclization of this tertiary alkyl radical. Reliable kinetic data for hydrogen abstraction from n-Bu 3GeH by tertiary alkyl radicals could not be obtained by using either the parent bromide or appropriate N-hydroxypyridine-2-thione esters as alkyl radical sources. |
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Publication date | 1987 |
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In | |
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Language | English |
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Peer reviewed | Yes |
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NPARC number | 21276752 |
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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 | 830b1ef7-1c4b-415b-9ebe-f890b0b2b44b |
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Record created | 2015-10-13 |
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Record modified | 2020-03-17 |
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