41049-47-2Relevant articles and documents
OXIDATION OF ALKENES BY THE Pb(IV)-I2-CF3COOH SYSTEM
Gutsulyak, R. B.,Serguchev, Yu. A.
, p. 1383 - 1388 (2007/10/02)
The Pb(OAc)4-I2-CF3COOH oxidizing system was discovered, and its reactions with alkenes (cyclohexene, 1-hexene, styrene) in 1,2,2-trifluorotrichloroethane led to the selective formation of β-iodoalkyl trifluoroacetates or the ditrifluoroacetates of diols.In the reaction with 1-hexene a third direction is possible, i.e., the formation of the mixed acetic acid and trifluoroacetic diesters of 1,2-hexanediol.During the oxidation of styrene the formation of the geminal diester 1,1-ditrifluoroacetoxy-2-phenylethane is observed.The reaction takes place with the intermediate formation of compounds of monovalent iodine or a complex of polyvalent iodine, depending on the ratio of the reagents.
BROMO- AND IODOFUNCTIONALIZATION OF OLEFINS BY MEANS OF THE MERCURY(II) SALT-HALOGEN COMBINATION
Barluenga, Jose,Martinez-Gallo, Jose M.,Najera, Carmen,Yus, Miguel
, p. 2416 - 2443 (2007/10/02)
Mercury(II) salts (fluoride, chloride, bromide, formate, acetate, trifluoroacetate, propionate, benzoate, nitrate, methanesulphonate, toluene-p-sulphonate, thiocyanate, and toluene-p-sulphinate) reacted with monoolefines and bromine or iodine to give 1,2-bifunctionalized products resulting from the addition of the halogen and the mercury(II) salt anion selectively.The addition was regiospecific for styrene and for 3,3-dimethylbut-1-ene affording Markownikoff type products, respectively.In the case of hex-1-ene both regioisomers were obtained.For cyclic alkenes trans-1,2-derivatives were stereoselectively obtained.Cycloocta-1,5-diene gave the monoaddition products.Buta-1,3-diene underwent mainly 1,2-addition and allylic derivatives gave the corresponding 1,2,3-trifunctionalized compounds.A possible ionic mechanism is proposed to explain the obtained addition products.