Evidence for the transition from SN to ET mechanism in the reaction of arene radical anion with alkyl halide evoked by the introduction of an electron withdrawing substituent into radical anion

Elena V. Panteleeva*, Tamara A. Vaganova, Vitalij D. Shteingarts, Isaak I. Bilkis

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

The interaction of potassium salts of benzonitrile and 1.4-dicyanobenzene radical anions with cyclopropylmethyl bromide provides benzylcyclopropane, in the first case, and 4-alkyl- benzonitriles together with 2-alkyl-1,4-dicyanobenzenes containing both cyclopropylmethyl and it's isomeric 3-butenyl fragment, in the second case. These results provide evidence for the change of reaction mechanism from SN to ET.

Original languageEnglish
Pages (from-to)8465-8466
Number of pages2
JournalTetrahedron Letters
Volume36
Issue number46
DOIs
StatePublished - 13 Nov 1995

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