Organization of Coupled Processes of Hydrocarboxylation of Alkenes of Various Nature

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Resumo

The regularities of the alkene hydrocarboxylation process in conjugation with the carbon monoxide oxidation reaction in the PdBr2–CuBr2–THF–H2O catalytic system were studied. Cyclohexene, styrene, 1-hexene, 1-octene, 4-vinylcyclohexene, ethylene, propylene, vinyl acetate, vinyl butyl ether were used as substrates. The obtained products were identified by gas chromatography and chromatograph mass spectrometry.

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Sobre autores

А. Putin

MIREA – Russian Technological University, Lomonosov Institute of Fine Chemical Technologies

Autor responsável pela correspondência
Email: putinalekse@yandex.ru
Rússia, 86 Vernadsky Ave., Moscow, 119571

D. Novak

MIREA – Russian Technological University, Lomonosov Institute of Fine Chemical Technologies

Email: putinalekse@yandex.ru
Rússia, 86 Vernadsky Ave., Moscow, 119571

L. Bruk

MIREA – Russian Technological University, Lomonosov Institute of Fine Chemical Technologies

Email: putinalekse@yandex.ru
Rússia, 86 Vernadsky Ave., Moscow, 119571

Bibliografia

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2. Fig. 1. Effect of ethylene introduction on the rate of CO2 formation. Conditions: THF, 30°C, [PdBr2] = 0.005 M, [CuBr2] = 0.015 M, [H2O] = 0.6 M, initial ratio CO : O2 : C2H4 ≈ 1 : 1 : 1.

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3. Fig. 2. Evolution of the IR spectra of the contact solution during the process of propylene hydrocarboxylation. Conditions: [PdBr2] = 0.005 M; [CuBr2] = 0.015 M; [H2O] = 0.2 M, PCO : PO2 ≈ 1 : 1.

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4. Fig. 3. Dependences of the formation rates of CO2 (a), isobutyric acid (b) and n-butyric acid (c) on the polar effect.

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5. Fig. 4. Dependences of the rates of formation of CO2 (a), isobutyric acid (b) and n-butyric acid (c) on the steric effect.

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6. Scheme 1. Proposed scheme of the coupled process of vinyl acetate hydrocarboxylation and subsequent production of lactic acid.

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7. Scheme 2. Probable mechanism of formic acid formation.

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8. Scheme 3. Proposed mechanism of formation of acrylic and propionic acids.

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9. Scheme 4. Proposed scheme of the coupled process of hydrocarboxylation of vinyl butyl ether and subsequent formation of lactic acid.

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