Reductive amination of 5-acetoxymethylfurfural over Pt/Al2O3 catalyst in a flow reactor

Nuzhdin, Alexey L.; Simonov, P.A.; Bukhtiyarova, G. A.; Eltsov, Ilia V.; Bukhtiyarov, Valerii I.

doi:10.1016/j.mcat.2020.111297

Cited by 8 publications

(29 citation statements)

References 23 publications

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“…[11,,15,,17,,71,,72] Several researchers have studied amination of benzaldehyde with aniline or their substituted analogues. [11,15,17,24,65,71,72] Figure 3. A simplified scheme for reductive amination of an aldehyde/ketone with a primary amine and one-pot reductive amination of nitroarene to the corresponding secondary amine using an aldehyde/ketone.…”

Section: Catalyst Selection For the Synthesis Of Secondary Amines From Carbonyl Compounds With Amine Using Molecular Hydrogenmentioning

confidence: 99%

“…[1,2] Synthesis of secondary amines from aldehydes and ketones has been intensively studied using amines as a nitrogen source and as an example reaction scheme for reductive amination of cyclohexanone with benzylamine is depicted (Figure 1). [2,[10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26][27] Synthesis of secondary am ines can be realized via the one-pot synthesis where carbonyl compounds as well as amines are generated in situ under reaction conditions from their progenitors, e.g. alcohols or nitro-compounds, respectively.…”

Section: Introductionmentioning

confidence: 99%

“…The aim of this review is to elucidate amination of carbonyl compounds from the engineering point of view reporting the effect of the solvent, [14,[23][24][25][26]28,[49][50][51][52]61] reaction conditions, [2,11,14,15,19,23,48,54,61,63,64] catalyst properties, [2,10,11,14,15,17,21,23,24,26,28,30,[46][47][48][50][51][52][59][60][61][65][66][67][68][69] regeneration and reuse, [14,23,25,...…”

Section: Introductionmentioning

confidence: 99%

“…[61] In addition, results on amination of carbonyl compounds in a continuous mode will be discussed in detail. [20,24,63,[71][72][73][74] Another aim is also to understand the catalyst property-performance relationship and elucidate the reaction mechanisms, [2,48,49,54,56,59,63] related to production of secondary amines from carbonyl compounds. Reductive amination of aldehyde/ketone with a primary amine forming in the first step an imine, which is then hydrogenated to an amine, is discussed in Section 2 (Figure 3a), while onepot reductive amination of nitrocompounds with primary amines, which includes as an additional step hydrogenation of the nitro compound to amine, is summarized in Section 3 (Figure 3b).…”

Section: Introductionmentioning

confidence: 99%

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One-pot amination of aldehydes and ketones over heterogeneous catalysts for production of secondary amines

2021

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This review summarizes the recent studies on the synthesis of secondary amines by one-pot amination of aldehydes and ketones over heterogeneous catalysts. Amines are widely applied as the key intermediates in chemical industry for the synthesis of various commodities such as agrochemicals, drugs, detergents, lubricants, food-additives and polymers. Direct catalytic reductive amination of carbonyl compounds was considered which generally includes two steps: (i) formation of imines by interactions of aldehydes or ketones with amines, and (ii) subsequent hydrogenation of imines. Synthesis of secondary amines from carbonyl compounds and amines generated in situ under reaction conditions from their progenitors, e.g., respectively, alcohols or nitro-compounds, is also discussed in detail. Recent progress in application of hydrogen sources alternative to gaseous H 2 , such as formic acid, NaBH 4 , CO and water, favored development of metal-free catalysts including solid acid catalysts. The review addresses the scope of the amination reaction with aldehydes/ketones and nitro/amine compounds of different structure, the effect of the solvent, reaction conditions and catalyst properties. In addition, catalyst regeneration and reuse, kinetic regularities and kinetic modeling with an emphasis on the continuous mode of one-pot amination have been systematically summarized and discussed. It is suggested that the future work should focus on revealing the role of the catalytically active sites addressing their acid-base properties and the correlation between catalyst properties and the reaction performance, elucidating kinetic parameters and designing feasible reactor system for further industrial implementation.

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Section: Catalyst Selection For the Synthesis Of Secondary Amines From Carbonyl Compounds With Amine Using Molecular Hydrogenmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

One-pot amination of aldehydes and ketones over heterogeneous catalysts for production of secondary amines

2021

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“…One of the most powerful and robust methods for effective C-N bond formation of amines is the reductive amination of carbonyl compounds. [4,[18][19][20][21][22][23][24][25][26][27][28][29][30]. This transformation features compelling advantages, such as simple operating setups, mild reaction conditions, direct use of available substrates, and inexpensive reagents [31].…”

Section: Introductionmentioning

confidence: 99%

Base-Free Synthesis of Furfurylamines from Biomass Furans Using Ru Pincer Complexes

Pinheiro

Nielsen

2021

Catalysts

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Reductive Amination, Hydrogenation and Hydrodeoxygenation of 5‐Hydroxymethylfurfural using Silica‐supported Cobalt‐ Nanoparticles

et al. 2021

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Efficient and selective conversion of renewable feedstocks to essential chemicals and fuels applying green and sustainable catalytic processes is of central importance and attracts scientific interest. Among different biomass-based feedstocks, 5-hydroxymethylfurfural (HMF) represents valuable platform compound widely used for the synthesis of valuable chemicals, fuels, and polymers. Here we report cobalt nanoparticles catalyzed reductive amination, hydrogenation and hydrodeox-ygenation of HMF to produce furan based primary, secondary and tertiary amines including N-methylamines as well as 2,5-bis (hydroxymethyl)furan, (5-methylfuran-2-yl)methanol and selected N-, O-, and S-containing heterocycles. Key to success for this HMF valorization is the use of reusable silica supported cobalt-based nanoparticles, which have been prepared by the immobilization and pyrolysis of Co-terephthalic acid-piperazine MOF template on silica.

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Reductive amination of 5-acetoxymethylfurfural over Pt/Al2O3 catalyst in a flow reactor

Cited by 8 publications

References 23 publications

One-pot amination of aldehydes and ketones over heterogeneous catalysts for production of secondary amines

One-pot amination of aldehydes and ketones over heterogeneous catalysts for production of secondary amines

Base-Free Synthesis of Furfurylamines from Biomass Furans Using Ru Pincer Complexes

Reductive Amination, Hydrogenation and Hydrodeoxygenation of 5‐Hydroxymethylfurfural using Silica‐supported Cobalt‐ Nanoparticles

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