The Journal of Organic Chemistry

Regiochemistry of the association step in SRN1 reactions: kinetically controlled coupling of aci-nitronate ions and p-nitrobenzylic radicals

RK Norris, D Randles

文献索引：Norris, Robert K.; Randles, David Journal of Organic Chemistry, 1982 , vol. 47, # 6 p. 1047 - 1051

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被引用次数: 14

摘要

The regiochemistry of the coupling between p-nitrobenzylic radicals and aci-nitronate ions in the association step of SRNl reactions is shown to be dependent on steric factors. Branching at the carbon which is a to the reaction site causes a shift in product distribution toward 0- alkylation (C-0 bond formation) and away from C-alkylation (CC bond formation). The association step is believed to be a kinetically controlled irreversible process. Evidence for ...