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The reactions of perfluoro-3,4-dimethyl-4-ethylhexene-(2)(1)with s-nucleophiles suchas benzylthiol,allylthiol,phenylthiol and the chemical transformations of these reaction productswere reported.1 reacted with S-nucleophiles to give four types of isomeric products.At—30~-60℃,in ether,kinetically controlled product 2(a,b,c)were formed.Compound 2 might beconverted directly into the thermodynamically stable products 3(a,b,)in DMF-KF at r.t..At100℃,2 was converted to 4(a,b,c)via intramolecular rearrangement.In KF-DMF at r.t.,4 wasisomerized to 5(a,b,c).2a also reacted with another mole of thiol to give the corresponding disulfide6 and hydrogen-ccntaining olefin 7a as well as the disubstituted product 8a in DMF,but only give3a and 9a in ether-Et_3N.The reaction of 2a with methyl alcohol gave only a small amounts of3a and 10a.The reaction of 2b with dimethylamine was complex and 3b and 11 were obtained in lowyield.
The reactions of perfluoro-3,4-dimethyl-4-ethylhexene- (2) (1) with s-nucleophiles suchas benzylthiol, allylthiol, phenylthiol and the chemical transformations of these reaction productswere reported.1 reacted with S-nucleophiles to give four types of isomeric products. At -30 ° C to -60 ° C in ether, kinetically controlled product 2 (a, b, c) were formed. Compound 2 might be directly converted into thermodynamically stable products 3 (a, b, KF at rt. At 100 ° C, 2 was converted to 4 (a, b, c) via intramolecular rearrangement. In KF-DMF at rt, 4 was isomerized to 5 (a, b, c) to give the corresponding disulfide 6 and hydrogen-ccntaining olefin 7a as well as the disubstituted product 8a in DMF, but only give 3a and 9a in ether-Et_3N. the reaction of 2a with methyl alcohol gave only a small amount of 3a and 10a. the reaction of 2b with dimethylamine was complex and 3b and 11 were obtained in lowyield.