Reactions of Iodoperfluoro-3-oxaundecylsulfonyl Fluoride with Halohydrocarbons through Organometallic Intermediates.
Iodoperfluoro-3-oxaundecylsulfonyl fluoride reacted with Cu, Zn, or Grignard reagent to produce the respective organometallic species, which was further reacted with halohydrocarbons 4-ClC(6)H(4)Br, 4-CH(3)C(O)C(6)H(4)Br, CH(2)=CHCH(2)Br, and CH(3)SiCl, to give derivatives of R(CF(2))(8)O(CF(2))(2)SO(2)F [R = 4-ClC(6)H(4) (7), 4-CH(3)C(O)C(6)H(4) (5), CH(2)=CHCH(2) (3), and CH(3)Si (13)], in moderate yields. The compounds were characterized by NMR, infrared, and mass spectroscopy as well as elemental analyses. The addition product of trichlorosilane and 3 was reacted with sodium methoxide to give (12H,12H,13H,13H,14H,14H-hexahydroperfluoro-3-oxatetradecyl methylsulfonate) trimethoxysilane, [(CH(3)O)(3)Si(CH(2))(3)(CF(2))(8)O(CF(2))(2)SO(3)Me] (11).
Omotowa
Bamidele A.
BA
Department of Chemistry, University of Idaho, Moscow, Idaho 83844-2343.
Kirchmeier
Robert L.
RL
Shreeve
Jean'ne M.
JM