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Volumn 68, Issue 9, 2003, Pages 3532-3537

Rate constants for the β-elimination of tosyl radical from a variety of substituted carbon-centered radicals

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; RATE CONSTANTS; STABILIZATION;

EID: 0037414540     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo026870b     Document Type: Article
Times cited : (36)

References (45)
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    • note
    • 3SnH to be much faster because it is 17 kcal/mol more exothermic, and polar effects are more favorable. Therefore, it is reasonable to assume that the β-elimination of radical 3 is irreversible under the above-mentioned experimental conditions.
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    • note
    • f ratio.
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    • note
    • H contain ca. 10% uncertainties. When possible, it is better to use the relative rate constants for planning synthesis.
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    • 2 < C(=O)OMe < Ph (the rate constants for the decomposition of the corresponding azoalcanes (free from polar effects) differ by 1 order of magnitude from one to the next). The 2-naphthyl group is likely to stabilize the carbon-centered radical more or less as efficiently as a phenyl group. Of course, some polar contribution is not completely excluded in the case of carbonyl substituents.
    • (1986) Substituent Effects in Radical Chemistry , vol.189 , pp. 271-281
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.