TY - JOUR
T1 - 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
AU - Panteleeva, Elena V.
AU - Vaganova, Tamara A.
AU - Shteingarts, Vitalij D.
AU - Bilkis, Isaak I.
PY - 1995/11/13
Y1 - 1995/11/13
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0028837698&partnerID=8YFLogxK
U2 - 10.1016/0040-4039(95)01685-B
DO - 10.1016/0040-4039(95)01685-B
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AN - SCOPUS:0028837698
SN - 0040-4039
VL - 36
SP - 8465
EP - 8466
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 46
ER -