Reaction of benzyl chloride with propylene and trifluoropropene under metallocomplex initiation conditions

The reactions of benzyl chloride with propylene and 3,3,3-trifluoropropene in the presence of Fe(CO)₅ ` + DMF were studied. With propylene, the reaction stops at the addition stage with the simultaneous formation of dibenzyl. In the case of 3,3,3-trifluoropropene, a telomerization takes place, whereby the second growing radical C₆H₅CH₂CH₂CH(CF₃)CH₂HCF₃ practically completely isomerizes with a 1,5-migration into the radical C₆H₅HCH₂CH(CF₃)CH₂CH₂CF₃. To confirm the structure of the isolated compounds, chromato-mass-spectrometry and¹³C NMR were used.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1384–1388, June, 1991.