Gupta, Navneet Kumar ; Palenicek, Phillip ; Nortmeyer, Lucas ; Meyer, Gregor Maurice ; Schäfer, Timo ; Hellmann, Tim ; Hofmann, Jan P. ; Rose, Marcus (2022)
Modulating catalytic selectivity by base addition in aqueous reductive amination of 1,6-hexanediol using Ru/C.
In: ACS Sustainable Chemistry & Engineering, 10 (44)
doi: 10.1021/acssuschemeng.2c04301
Artikel, Bibliographie
Dies ist die neueste Version dieses Eintrags.
Kurzbeschreibung (Abstract)
Efficient base-modulated product selectivity in the aqueous-phase Ru/C-catalyzed reductive amination of 1,6-hexanediol (HDO) was reported by performing the reaction at mild conditions (463 K, 25 bar H2). High selectivity of amines could be controlled by the addition of different bases; for example, Cs2CO3 addition gave a high yield of 6-amino-1-hexanol (AH, 26%). However, the addition of Ba(OH)2 resulted in the formation of high yield of secondary amination products, hexamethylenediamine (HMDA, 34%) and azepane (26%). The hydroxide base, especially Ba(OH)2, aids in the initial conversion of HDO to AH by significantly decreasing the apparent activation energy from 68 to 48 kJ mol–1. A closer analysis of the formation of secondary products (azepane and HMDA) revealed a faster reaction between NH3 and the carbonyl-containing intermediate by the addition of Ba(OH)2 into the reaction solution.
Typ des Eintrags: | Artikel |
---|---|
Erschienen: | 2022 |
Autor(en): | Gupta, Navneet Kumar ; Palenicek, Phillip ; Nortmeyer, Lucas ; Meyer, Gregor Maurice ; Schäfer, Timo ; Hellmann, Tim ; Hofmann, Jan P. ; Rose, Marcus |
Art des Eintrags: | Bibliographie |
Titel: | Modulating catalytic selectivity by base addition in aqueous reductive amination of 1,6-hexanediol using Ru/C |
Sprache: | Englisch |
Publikationsjahr: | 2022 |
Ort: | Washington |
Verlag: | ACS Publications |
Titel der Zeitschrift, Zeitung oder Schriftenreihe: | ACS Sustainable Chemistry & Engineering |
Jahrgang/Volume einer Zeitschrift: | 10 |
(Heft-)Nummer: | 44 |
DOI: | 10.1021/acssuschemeng.2c04301 |
Zugehörige Links: | |
Kurzbeschreibung (Abstract): | Efficient base-modulated product selectivity in the aqueous-phase Ru/C-catalyzed reductive amination of 1,6-hexanediol (HDO) was reported by performing the reaction at mild conditions (463 K, 25 bar H2). High selectivity of amines could be controlled by the addition of different bases; for example, Cs2CO3 addition gave a high yield of 6-amino-1-hexanol (AH, 26%). However, the addition of Ba(OH)2 resulted in the formation of high yield of secondary amination products, hexamethylenediamine (HMDA, 34%) and azepane (26%). The hydroxide base, especially Ba(OH)2, aids in the initial conversion of HDO to AH by significantly decreasing the apparent activation energy from 68 to 48 kJ mol–1. A closer analysis of the formation of secondary products (azepane and HMDA) revealed a faster reaction between NH3 and the carbonyl-containing intermediate by the addition of Ba(OH)2 into the reaction solution. |
Fachbereich(e)/-gebiet(e): | 07 Fachbereich Chemie 07 Fachbereich Chemie > Ernst-Berl-Institut 07 Fachbereich Chemie > Ernst-Berl-Institut > Fachgebiet Technische Chemie 07 Fachbereich Chemie > Ernst-Berl-Institut > Fachgebiet Technische Chemie > Technische Chemie II |
Hinterlegungsdatum: | 12 Mai 2023 12:17 |
Letzte Änderung: | 19 Feb 2024 09:15 |
PPN: | 507762584 |
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Verfügbare Versionen dieses Eintrags
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Modulating Catalytic Selectivity by Base Addition in Aqueous Reductive Amination of 1,6-Hexanediol Using Ru/C. (deposited 02 Okt 2023 09:29)
- Modulating catalytic selectivity by base addition in aqueous reductive amination of 1,6-hexanediol using Ru/C. (deposited 12 Mai 2023 12:17) [Gegenwärtig angezeigt]
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