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Perfluoroalkyl iodide R_fI[R_f=(CF_2)_nO(CF_2)_2SO_2F,n=2,(a);n=4,(b);(CF_2)_4Cl,(c)]reacted with substituted benzene C_6H_5Y(Y=alkyl,OCH_3,CF_3,F,Cl,Br,I)in the presence of copperin acetic anhydride to give the corresponding mixture of isomeric disubstituted benzene(R_fC_6H_4Y).The conversion and yield depend on both the amount of copper used and nature of substituent.Thelikely explanation is that the reaction may involve a free radical process.The perfluoroalkyl radicalcan be trapped by cyclohexene,isopropylbenzene and styrene.Using DMSO in place of acetic an-hydride as a solvent the reaction takes a different course,it is believed that the reaction in DMSOproceeds through a perfluoroalkylcopper intermediate.
Perfluoroalkyl iodide R_fI reacted with substituted benzene C_6H_5Y (Y = alkyl (CF_2) _2SO_2F, n = 2, (a); n = 4, OCH_3, CF_3, F, Cl, Br, I) in the presence of copper in a acetic anhydride to give the corresponding mixture of isomeric disubstituted benzene (R_fC_6H_4Y). The conversion and yield depend on both the amount of copper used and the nature of the substituent.Thelikely explanation is that the reaction may involve a free radical process. The perfluoroalkyl radicalcan be trapped by cyclohexene, isopropylbenzene and styrene. Using DMSO in place of acetic an-hydride as a solvent the reaction takes a different course, it is believed that the reaction in DMSOproceeds through a perfluoroalkylcopper intermediate.