The Journal of Organic Chemistry

Electronic and steric effects in the addition of electrophilic 1, 3-dicarbonylalkyl radicals to styrenes

E Baciocchi, R Ruzziconi

Index: Baciocchi, Enrico; Ruzziconi, Renzo Journal of Organic Chemistry, 1991 , vol. 56, # 15 p. 4772 - 4778

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Citation Number: 57

Abstract

The addition reactions of 1, 3-dicarbonylalkyl radicals to ring-substituted styrenes have been kinetically investigated in MeOH and/or MeCN. It ha^ been observed that the rate effect of ring substituenta ie nearly identical in the reactions of MeCOCHCOMe (11, MeOCOCHCOMe (2) and MeOCOCHCOOMe (4, the p value, in MeOH being 4.96,-1.01 and- 1.06, respectively. Since the three radicals are relatively strong oxidants and have similar ...