IPSO-SUBSTITUTION IN REACTIONS OF BENZYL RADICALS WITH DIHALOBENZENESAND 1,2,4-TRICHLOROBENZENE

Authors
HENRIQUEZ R NONHEBEL DC
Citation
R. Henriquez et Dc. Nonhebel, IPSO-SUBSTITUTION IN REACTIONS OF BENZYL RADICALS WITH DIHALOBENZENESAND 1,2,4-TRICHLOROBENZENE, Tetrahedron, 49(29), 1993, pp. 6497-6500
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
29
Year of publication
1993
Pages
6497 - 6500
Database
ISI
SICI code
0040-4020(1993)49:29<6497:IIROBR>2.0.ZU;2-X
Abstract
Di- and tri-halobenzenes undergo ipso-substitution on reaction with be nzyl radicals, generated by thermolysis of dibenzyl mercury, to give h alo- and dihalo-diphenylmethanes respectively. The relative reactiviti es of the dihalobenzenes and of 1,2,4-trichlorobenzene are consistent with the reactions proceeding via a transition state with significant charge transfer character to give cyclohexadienyl radicals.