AN UNUSUAL CHLORINATION OF 1-PHENYL-4-(2,6-DICHLOROPHENYL)-1,3-BUTADIEN

Article abstract of DOI:10.1016/0040-4020(84)85122-4

The diene 1a reacted with CHCl3/aq.NaOH/PTC in CH2Cl2 unexpectedly to give a mixture of the chlorination products 2 and 3a.Usual chlorination with Cl2 yielded similarly 2, 3a, and 3b dependent on the amount of Cl2.The formation of 2 as well as the reaction of 7 to give 9 (besides 8) shows an unusual Cl-Cl-interaction.