40997-75-9Relevant academic research and scientific papers
Solid-State Organic Reactions Proceeding by Pulverization of Inorganic Solid-Supports. Reactions of Iodosobenzene with Unsaturated Hydrocarbons on Acid-Treated Silica Gel
Sohmiya, Hajime,Kimura, Takahide,Bauchat, Patrick,Fujita, Mitsue,Ando, Takashi
, p. 1391 - 1392 (1991)
Pulverization of solid mixtures of hydrogen halide-treated silica gels, iodosobenzene, and alkenes or an alkyne in the absence of a solvent brings about smooth and rapid reaction to give halogenated or oxidized products in good yields.
Solid-state organic reactions proceeding by pulverization: Oxidation and halogenation with iodosobenzene and inorganic solid-supports
Sohmiya, Hajime,Kimura, Takahide,Fujita, Mitsue,Ando, Takashi
, p. 13737 - 13750 (2007/10/03)
Pulverization-activation method was employed to accelerate solid-state organic reactions. Crushing and grinding of solid mixtures of hydrogen halide-treated silica gels, iodosobenzene and organic substrates in the absence of a solvent brought about smooth and rapid reactions to give halogenated and/or oxidized products in good yields. Various sulfides were smoothly converted to sulfonyl chlorides in one step in excellent yields. The surface of silica gel activated by pulverization serves as a reaction field on which reagent molecules can effectively encounter with each other.
Organic Gas-Solid Reactions with Stilbenes, Chalcones, and Enamides
Kaupp, Gerd,Matthies, Doris
, p. 1897 - 1904 (2007/10/02)
Crystalline stilbene (1) adds gaseous chlorine and bromine without intermediate melting.The stereoselectivity is similar to that observed in solutions.Triphenylethene (3) also yields the products 4 in gas-solid reactions with chlorine and bromine, but these products tend to loose HX from the crystal; their conversion products are described.Neither crystalline 1 nor 3, but (E)-1,2-diphenyl-1-propene (7) adds gaseous hydrogen bromide regiospecifically.The same is true for the crystalline chalcone 10, which adds hydrogen bromide and -chloride selectively to give 11 nonisotypically.Gaseous ammonia reconverts crystalline 11 into 10.The enamide 12 in its crystalline state adds the gases hydrogen bromide, -chloride, methanethiol and hydrogen, to give the products 13, but also 15 (addition and condensation) and 16 (double addition). 13f which is formed via hydrogenation of crystals is not isotypical with its precursor 12.The liquid 17 crstallizes on freezing and then easily adds the gases hydrogen bromide (> - 50 deg C) and hydrogen chloride (> - 80 deg C) in highly controlled reactions to give the reactive compounds 18.These are converted not only into oligomers but also into the derivatives 19, 20, 21, and 22.The advantages of the unusual reaction procedures are discussed.
