- Thermal reactions of organyl chalcogenides with α,β-unsaturated aldehydes
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Thermalgas-phase reactions of acrolein, cinnamaldehyde, and benzaldehyde with diorganyl chalcogenides and diorganyl dichalcogenides were studied.Acrolein does not react with chalcogenides at 300-600 deg C but completely decomposes under reaction conditions.At 600-650 deg C, cinnamaldehyde reacts only with diorganyl selenides and diselenides to give benzoselenophene.Its highest yield (53percent) is achieved in the reaction with dimethyl diselenide at 630 deg C and at an equimolar ratio of the reactants.The gas-phase reactions of benzaldehyde at 400-500 deg C afford chalcogen-containing derivatives of several types, among which thioanisole and its selenium or tellurium analogs predominate.The mechanisms of the above reactions were discussed in terms of homolytic substitution of the formyl group at unsaturated carbon atoms by chalcogenyl radicals. - Keywords: gas-phase reactions; cinnamaldehyde; benzaldehyde; chalcogenyl radicals; benzoselenophene, selenoanisole, telluroanisole.
- Deryagina, E. N.,Korchevin, N. A.,Shilkina, T. A.,Sukhomazova, E. N.,Levanova, E. P.
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p. 447 - 450
(2007/10/03)
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- HIGH-TEMPERATURE ORGANIC SYNTHESIS XLIII. REACTIONS OF ORGANIC DISELENIDES WITH PROPARGYL ALCOHOL
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The gas-phase reaction of propargyl alcohol with dialkyl diselenides at 400 - 430 deg C leads to a high yield of 1,2-diselenol-3-one. 1,2-Diselenol-3-one is formed in a similar way from diphenyl diselenide at 450 - 500 deg C but with a low yield.The mechanism of the thermal dissociation of the diselenides and their reactions with propargyl alcohol is discussed.
- Deryagina, E. N.,Korchevin, N. A.,Voronkov, M. G.
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p. 1069 - 1072
(2007/10/02)
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- HIGH-TEMPERATURE ORGANIC SYNTHESIS XXXVI. THERMOLYSIS OF PHENYL ORGANIC CHALCOGENIDES IN THE PRESENCE OF ACETYLENE
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Phenyl sulfides C6H5SR react with acetylene in the gas phase at 480-600 deg C with the selective formation of benzothiophene.In reaction with acetylene under analogous conditions phenyl selenides C6H5SeR (R = CH3, CH2CH2) are likewise converted into selenophene, selenophenol, and diphenyl selenide in addition to benzoselenophene (yield up to 25percent).Allyl phenyl telluride decomposes completely in the presence of acetylene even at 400 deg C, giving diphenyl telluride and diphenyl ditelluride.At 500-570 deg C the reaction products contain benzotellurophene and tellurophene (overall yield 3-4percent).
- Russavskaya, N. V.,Korchevin, N. A.,Sukhomazova, E. N.,Turchaninova, L. P.,Deryagina, E. N.,Voronkov, M. G.
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p. 305 - 309
(2007/10/02)
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