Photocatalytic upgrading of 5-hydroxymethylfurfural – aerobic or anaerobic?

Zhang, Yingchuan; Jia, Guangri; Wang, Wenchao; Jiang, Liqun; Guo, Zhengxiao

doi:10.1039/d3gc04814d

Green Chem.

2024

DOI: 10.1039/d3gc04814d

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Photocatalytic upgrading of 5-hydroxymethylfurfural – aerobic or anaerobic?

Yingchuan Zhang,

Guangri Jia,

Wenchao Wang

et al.

Abstract: Cellulose-derived 5-hydroxymethylfurfural (HMF) is a key platform molecule in biomass valorisation, with a market value exceeding USD 60 million. Its redox reformed products are highly desirable, serving as the precursors...

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Cited by 9 publications

References 106 publications

(137 reference statements)

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Hydrogen‐Bond‐Enhanced Photoreforming of Biomass Furans over a Urea‐Incorporated Cu(II) Porphyrin Framework

Zhang,

Zhang

et al. 2024

Angewandte Chemie

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Solar‐driven upgrading of biomass‐derived 5‐hydroxylmethylfurfural (HMF) to 2,5‐furandicarboxylic acid (FDCA) holds great promise for sustainable production of bio‐plastics and resins. However, the process is limited by poor selectivity and sluggish kinetics due to the vertical coordination of HMF at relatively strong metal sites. Here, we purposely developed a Cu(II) porphyrin framework featuring side‐chain incorporated urea linkages, denoted as TBUPP‐Cu MOF, to render HMF a weak hydrogen bond at the urea site and flat adsorption via π–π stacking with the benzyl moiety. The unique configuration promotes the approaching of –CHO of HMF to the photoexcited porphyrin ring towards kinetically and thermodynamically favourable intermediate formation and subsequent desorption. The charge localization and orbital energy alignment enable the selective activation of O2 over the porphyrin to generate ·O2− and 1O2 instead of highly oxidative H2O2 and ·OH via spin‐flip electron transfer, which drive the ambient oxidation of proximal –CHO. The effective utilisation of redox species and circumvented over‐oxidation facilitate a FDCA selectivity of >90% with a high turnover number of 193 molHMF molCu−1. The facile purification of high‐purity FDCA and zero‐waste recycling of intermediates and durable catalyst feature TBUPP‐Cu MOF a promising photo‐oxidation platform towards net‐zero biorefining and organic transformations.

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Hydrogen‐Bond‐Enhanced Photoreforming of Biomass Furans over a Urea‐Incorporated Cu(II) Porphyrin Framework

Zhang,

Zhang

et al. 2024

Angewandte Chemie

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Hydrogen‐Bond‐Enhanced Photoreforming of Biomass Furans over a Urea‐Incorporated Cu(II) Porphyrin Framework

Zhang,

Zhang

et al. 2024

Angew Chem Int Ed

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Photothermal catalytic enhancement of lignocellulosic biomass conversion: A more efficient way to produce high-value products and fuels

Wang,

Cheng,

et al. 2024

Chemical Engineering Journal

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Photocatalytic upgrading of 5-hydroxymethylfurfural – aerobic or anaerobic?

Abstract: Cellulose-derived 5-hydroxymethylfurfural (HMF) is a key platform molecule in biomass valorisation, with a market value exceeding USD 60 million. Its redox reformed products are highly desirable, serving as the precursors...

Cited by 9 publications

References 106 publications

Hydrogen‐Bond‐Enhanced Photoreforming of Biomass Furans over a Urea‐Incorporated Cu(II) Porphyrin Framework

Hydrogen‐Bond‐Enhanced Photoreforming of Biomass Furans over a Urea‐Incorporated Cu(II) Porphyrin Framework

Hydrogen‐Bond‐Enhanced Photoreforming of Biomass Furans over a Urea‐Incorporated Cu(II) Porphyrin Framework

Photothermal catalytic enhancement of lignocellulosic biomass conversion: A more efficient way to produce high-value products and fuels

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