170698-90-5Relevant articles and documents
DIARYL IODONIUM SALT MIXTURE AND PROCESS FOR PRODUCTION THEREOF, AND PROCESS FOR PRODUCTION OF DIARYL IODONIUM COMPOUND
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Page/Page column 14, (2012/03/27)
Disclosed are: a diaryliodonium salt mixture which is a precursor of a BF4 salt or the like of a diaryliodonium compound, can be produced in the form of crystals at ambient temperature, can be purified in a simple manner, can be produced with h
Desulfonyloxyiodination of arenesulfonic acids with mCPBA and molecular iodine
Suzuki, Yuhsuke,Ishiwata, Yoshihide,Moriyama, Katsuhiko,Togo, Hideo
experimental part, p. 5950 - 5953 (2010/11/21)
Treatment of p-alkylbenzenesulfonic acids with mCPBA and molecular iodine gave p-alkyliodobenzenes in good to moderate yields via electrophilic ipso-substitution by the iodonium species (I+) formed. This desulfonyloxyiodination was promoted by the addition of a catalytic amount of iodoarenes, such as o-iodobenzoic acid. The same treatment of dimethylbenzenesulfonic acids and trimethylbenzenesulfonic acids with mCPBA and molecular iodine proceeded smoothly both in the absence and in the presence of o-iodobenzoic acid to provide the corresponding monoiodo-dimethylbenzene and diiodo-dimethylbenzene, and diiodo-trimethylbenzene and triiodo- trimethylbenzene, in good to moderate yields, respectively. On the other hand, the same desulfonyloxyiodination of benzenesulfonic acid and p-chlorobenzenesulfonic acid with mCPBA and molecular iodine proceeded only in the presence of o-iodobenzoic acid to generate iodobenzene and p-chloroiodobenzene, respectively, in moderate yields.
Improved solubility of hypervalent iodine-benzyne precursors: Synthesis and reaction of (phenyl)[2-(trimethylsilyl)phenyl]iodonium salts bearing long alkyl chains
Kitamura, Tsugio,Abe, Takayoshi,Fujiwara, Yuzo,Yamaji, Teizo
, p. 213 - 216 (2007/10/03)
Synthesis of new long-chained hypervalent iodine-benzyne precursors, (4-dodecylphenyl)[2-(trimethylsilyl)phenyl]iodonium triflate and the tetradecyl derivative, is described. The benzyne precursors dissolve even in organic solvents of low polarity such as diethyl ether, THF, cyclopentyl methyl ether, benzene, and toluene. The trapping reactions with furan and tetraphenylcy-clopentadienone in the above solvent give the benzyne adducts in high yields without any loss of high reactivity of hypervalent iodine-benzyne precursors.