Remote steric effects on the disproportionation/recombination ratio of cumyl radicals | Zendy

Karl R. Kopecky | Zendy; Mei-Yuk Yeung | Zendy

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Remote steric effects on the disproportionation/recombination ratio of cumyl radicals

Author(s) -

Karl R. Kopecky,

Mei-Yuk Yeung

Publication year - 1988

Publication title -

canadian journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.323

H-Index - 68

eISSN - 1480-3291

pISSN - 0008-4042

DOI - 10.1139/v88-065

Subject(s) - disproportionation , chemistry , radical , radical disproportionation , steric effects , photochemistry , benzene , decomposition , thermal decomposition , alkyl , medicinal chemistry , organic chemistry , catalysis

The disproportionation/combination ratio in the reaction between two 3,5-di-tert-butylcumyl radicals, generated by thermolysis of the corresponding diazene, is 0.21 ± 0.03 at 60 °C in benzene. This is much larger than the value of 0.06 found for the unsubstituted cumyl radicals. It is suggested that the tert-butyl groups hinder the formation of a parallel association complex, which has been proposed to account for the much smaller amount of disproportionation in the reaction between benzylic radicals as compared with alkyl radicals.

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