Reactions of iodoperfluoro-3-oxaundecylsulfonyl fluoride with halohydrocarbons through organometallic intermediates

Iodoperfluoro-3-oxaundecylsulfonyl fluoride reacted with Cu, Zn, or Grignar d reagent to produce the respective organometallic species, which was furth er reacted with halohydrocarbons 4-ClC6H4Br, 4-CH3C(O)C6H4Br, CH2=CHCH2Br, and CH3SiCl, to give derivatives of R(CF2)(8)O(CF2)(2)SO2F [R = 4-ClC6H4 (7 ), 4-CH3C(O)C6H4 (5), CH2=CHCH2 (3), and CH3Si (13)], in moderate yields. T he compounds were characterized by NMR, infrared, and mass spectroscopy as well as elemental analyses. The addition product of trichlorosilane and 3 w as reacted with sodium methoxide to give (12H,12H,13H,13H,14H, 14H-hexahydr operfluoro-3-oxatetradecyl methylsulfonate) trimethoxysilane, [(CH3O)(3)Si( CH2)(3)(CF2)(8)O(CF2)(2)SO3Me] (11).