Microenvironment Effect Catalysis with Phosphoric Acid-Based Covalent Organic Frameworks

Drawing inspiration from enzymatic catalysis, a phosphoric acid-based covalent organic framework (PA-COF) was engineered for the efficient synthesis of optically pure lactide. PA-COF catalyst features precisely engineered microenvironments within well-defined porous channels decorated with phosphoric acid as the catalytically active sites. Much like enzymatic catalysis, where product selectivity is governed by the protein pocket, PA-COF provides precise microenvironments due to its highly ordered channels and adjustable structures. The phosphoric acids in the channels as catalytically active sites play key roles in directly converting lactic acid monomers into the cyclic dimer lactide. The process effectively avoided oligomerization, achieving an excellent yield of approximately 95%. This approach significantly differs from the traditional two-step strategy. It avoids the use of metal catalysts and high-temperature (∼200 °C) reaction conditions, thus avoiding metal residues and racemization. This microenvironment effect catalysis strategy provides a new pathway for the synthesis of lactide and may be extended to other useful condensation reactions.

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Publication Details

Journal
ACS Catalysis
Published
2024-09-21
DOI
https://doi.org/10.1021/acscatal.4c04877
Citations
19
Primary Topic
Covalent Organic Framework Applications
Type
article
Field-Weighted Citation Impact
2.23

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article

Microenvironment Effect Catalysis with Phosphoric Acid-Based Covalent Organic Frameworks

Xuhan Zheng, Zhenxiu Zhang, Zongxia Guo, Hui Liu et al.
19 citations
ACS Catalysis
Covalent Organic Framework Applications
2.23
article

Microenvironment Effect Catalysis with Phosphoric Acid-Based Covalent Organic Frameworks

Xuhan Zheng, Zhenxiu Zhang, Zongxia Guo, Hui Liu, Jialin Cui, Kejin Zhu, Meng Gao, Yingjie Zhao, Wenqi Qiu
article en
19 citations

Abstract

Drawing inspiration from enzymatic catalysis, a phosphoric acid-based covalent organic framework (PA-COF) was engineered for the efficient synthesis of optically pure lactide. PA-COF catalyst features precisely engineered microenvironments within well-defined porous channels decorated with phosphoric acid as the catalytically active sites. Much like enzymatic catalysis, where product selectivity is governed by the protein pocket, PA-COF provides precise microenvironments due to its highly ordered channels and adjustable structures. The phosphoric acids in the channels as catalytically active sites play key roles in directly converting lactic acid monomers into the cyclic dimer lactide. The process effectively avoided oligomerization, achieving an excellent yield of approximately 95%. This approach significantly differs from the traditional two-step strategy. It avoids the use of metal catalysts and high-temperature (∼200 °C) reaction conditions, thus avoiding metal residues and racemization. This microenvironment effect catalysis strategy provides a new pathway for the synthesis of lactide and may be extended to other useful condensation reactions.

ACS CatalysisVol. 14(19)
Qingdao University of Science and Technology (CN)
National Natural Science Foundation of China, National Key Research and Development Program of China
Openalex Percentile: Top 8%
Covalent Organic Framework Applications
2.23
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