Sustainable synthesis of α-ketoglutaric and methanetriacetic acids from biomass feedstocks

α-Ketoglutaric acid (KGA) and methanetriacetic acid (MTA) are important multi-functional carboxylic acids with versatile applications. However, their synthetic processes are still not green and efficient. Herein, we report a novel one-pot approach for sustainable synthesis of KGA and MTA from biomass-derived pyruvic and glyoxylic acids under mild conditions. KGA is synthesized via cross-aldol condensation of pyruvic and glyoxylic acids to 2-hydroxy-4-oxopentanedioic acid, followed by its sequential dehydration and hydrogenation on Pd/TiO<sub>2</sub>, affording a high yield of 85.4% on a molar basis of glyoxylic acid at 110 °C and 1.0 MPa H<sub>2</sub>. The synthesis of MTA involves cross-aldol condensation of KGA and glyoxylic acid to 3-(carboxymethyl)-2-hydroxy-4-oxopentanedioic acid and its subsequent hydrodeoxygenation on Pd/TiO<sub>2</sub> and MoO<sub>x</sub>/TiO<sub>2</sub> in a high yield of 86.2% at 200 °C and 2.0 MPa H<sub>2</sub>. This novel approach provides a rationale for the sustainable production of various multi-functional carboxylic acids that are still not easily available.

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Publication Details

Journal
Nature Communications
Published
2025-02-01
DOI
https://doi.org/10.1038/s41467-025-56536-z
Citations
4
Primary Topic
Carbon dioxide utilization in catalysis
Type
article
Field-Weighted Citation Impact
2.82

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article

Sustainable synthesis of α-ketoglutaric and methanetriacetic acids from biomass feedstocks

L. Liu, Cheng‐Bin Hong, Weiming Hua, Haichao Liu
4 citations
Nature Communications
Carbon dioxide utilization in catalysis
2.82
article

Sustainable synthesis of α-ketoglutaric and methanetriacetic acids from biomass feedstocks

L. Liu, Cheng‐Bin Hong, Weiming Hua, Haichao Liu
article en
4 citations

Abstract

α-Ketoglutaric acid (KGA) and methanetriacetic acid (MTA) are important multi-functional carboxylic acids with versatile applications. However, their synthetic processes are still not green and efficient. Herein, we report a novel one-pot approach for sustainable synthesis of KGA and MTA from biomass-derived pyruvic and glyoxylic acids under mild conditions. KGA is synthesized via cross-aldol condensation of pyruvic and glyoxylic acids to 2-hydroxy-4-oxopentanedioic acid, followed by its sequential dehydration and hydrogenation on Pd/TiO<sub>2</sub>, affording a high yield of 85.4% on a molar basis of glyoxylic acid at 110 °C and 1.0 MPa H<sub>2</sub>. The synthesis of MTA involves cross-aldol condensation of KGA and glyoxylic acid to 3-(carboxymethyl)-2-hydroxy-4-oxopentanedioic acid and its subsequent hydrodeoxygenation on Pd/TiO<sub>2</sub> and MoO<sub>x</sub>/TiO<sub>2</sub> in a high yield of 86.2% at 200 °C and 2.0 MPa H<sub>2</sub>. This novel approach provides a rationale for the sustainable production of various multi-functional carboxylic acids that are still not easily available.

Nature CommunicationsVol. 16(1)
Peking University (CN), Beijing National Laboratory for Molecular Sciences (CN)
National Natural Science Foundation of China, China National Petroleum Corporation, Peking University, National Key Research and Development Program of China, Beijing National Laboratory for Molecular Sciences
Responsible consumption and production
Openalex Percentile: Top 13%
Carbon dioxide utilization in catalysis
2.82
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