P. Sekher et al., IODINATION OF (E)-2,2,5,5-TETRAMETHYL-3,4-DIPHENYLHEX-3-ENE - CATALYTIC EFFECTS OF SILVER TRIFLATE AND WATER IN THE I-2 AG2SO4 IODINATION/, Synthetic communications, 27(20), 1997, pp. 3631-3636
(E)-2,2,5,5-Tetramethyl-3,4-diphenylhex-3-ene does not iodinate under
normal conditions. Silver trifluoromethanesulfonate catalysis of the s
ilver sulfate/iodine promoted reaction is shown to add versatility to
this reation and successfully produce -iodophenyl)-2,2,5,5-tetramethyl
-4-phenylhex-3-ene and 2,2,5,5-tetramethyl-3,4-di(4'-iodophenyl)hex-3-
ene in good yield under mild conditions. Success is shown to be depend
ent upon the presence of a trace of water in the dichloromethane solve
nt.