Organophosphorus catalytic reaction based on reduction of phosphine oxide
The special electronic configuration of phosphorus atoms endows organophosphorus reagents with unique chemical properties, which enable them to be used to catalyze various organic reactions, such as the Wittig reaction, Staudinger reaction, Appel reaction and Mitsunobu reaction. However, the catalyt...
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| Format: | Article |
| Language: | English |
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KeAi Communications Co. Ltd.
2023-05-01
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| Series: | Green Synthesis and Catalysis |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2666554922001107 |
| _version_ | 1797809801937289216 |
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| author | Mengyu Pei Anqi Tian Qingqing Yang Nianyu Huang Long Wang Dongsheng Li |
| author_facet | Mengyu Pei Anqi Tian Qingqing Yang Nianyu Huang Long Wang Dongsheng Li |
| author_sort | Mengyu Pei |
| collection | DOAJ |
| description | The special electronic configuration of phosphorus atoms endows organophosphorus reagents with unique chemical properties, which enable them to be used to catalyze various organic reactions, such as the Wittig reaction, Staudinger reaction, Appel reaction and Mitsunobu reaction. However, the catalytic process will be accompanied by the generation of large amounts of phosphine oxide waste, resulting in the reduction of atom utilization of the reaction, and it is difficult to separate the product. Therefore, it is essential to explore a greener and more sustainable organic synthesis route based on the catalytic cycle of phosphine oxide as a model. This paper summarizes the catalytic cycle and recycling of phosphorus with or without reducing agents and reviews the related developments in recent decades: from the addition of stoichiometric strong reducing agents, to the design of ring phosphines with specific structures, to the development of new energy inputs (electrochemistry), to the addition of a series of compounds to activate the P(V)O double bond, driving the catalytic cycle of phosphine oxide through chemical transformation. This review also points out the development potential of this field in the future, which will promote its development and progress in a greener direction. |
| first_indexed | 2024-03-13T06:58:16Z |
| format | Article |
| id | doaj.art-bdf333b529f1442d8d7ba4f028706727 |
| institution | Directory Open Access Journal |
| issn | 2666-5549 |
| language | English |
| last_indexed | 2024-03-13T06:58:16Z |
| publishDate | 2023-05-01 |
| publisher | KeAi Communications Co. Ltd. |
| record_format | Article |
| series | Green Synthesis and Catalysis |
| spelling | doaj.art-bdf333b529f1442d8d7ba4f0287067272023-06-07T04:49:55ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492023-05-0142135149Organophosphorus catalytic reaction based on reduction of phosphine oxideMengyu Pei0Anqi Tian1Qingqing Yang2Nianyu Huang3Long Wang4Dongsheng Li5College of Materials and Chemical Engineering, Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, China Three Gorges University, Yichang 443002, ChinaCollege of Materials and Chemical Engineering, Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, China Three Gorges University, Yichang 443002, ChinaCollege of Materials and Chemical Engineering, Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, China Three Gorges University, Yichang 443002, China; Hubei Three Gorges Laboratory, Yichang 443007, ChinaHubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Science, China Three Gorges University, Yichang 443002, ChinaCollege of Materials and Chemical Engineering, Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, China Three Gorges University, Yichang 443002, China; Hubei Three Gorges Laboratory, Yichang 443007, China; Corresponding author. College of Materials and Chemical Engineering, Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, China Three Gorges University, Yichang 443002, China.College of Materials and Chemical Engineering, Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, China Three Gorges University, Yichang 443002, China; Hubei Three Gorges Laboratory, Yichang 443007, China; Corresponding author. College of Materials and Chemical Engineering, Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, China Three Gorges University, Yichang 443002, China.The special electronic configuration of phosphorus atoms endows organophosphorus reagents with unique chemical properties, which enable them to be used to catalyze various organic reactions, such as the Wittig reaction, Staudinger reaction, Appel reaction and Mitsunobu reaction. However, the catalytic process will be accompanied by the generation of large amounts of phosphine oxide waste, resulting in the reduction of atom utilization of the reaction, and it is difficult to separate the product. Therefore, it is essential to explore a greener and more sustainable organic synthesis route based on the catalytic cycle of phosphine oxide as a model. This paper summarizes the catalytic cycle and recycling of phosphorus with or without reducing agents and reviews the related developments in recent decades: from the addition of stoichiometric strong reducing agents, to the design of ring phosphines with specific structures, to the development of new energy inputs (electrochemistry), to the addition of a series of compounds to activate the P(V)O double bond, driving the catalytic cycle of phosphine oxide through chemical transformation. This review also points out the development potential of this field in the future, which will promote its development and progress in a greener direction.http://www.sciencedirect.com/science/article/pii/S2666554922001107Organophosphorus reagentsPhosphine oxide wasteCatalytic cycleStrong reducing agentsElectrochemistryChemical transformation |
| spellingShingle | Mengyu Pei Anqi Tian Qingqing Yang Nianyu Huang Long Wang Dongsheng Li Organophosphorus catalytic reaction based on reduction of phosphine oxide Green Synthesis and Catalysis Organophosphorus reagents Phosphine oxide waste Catalytic cycle Strong reducing agents Electrochemistry Chemical transformation |
| title | Organophosphorus catalytic reaction based on reduction of phosphine oxide |
| title_full | Organophosphorus catalytic reaction based on reduction of phosphine oxide |
| title_fullStr | Organophosphorus catalytic reaction based on reduction of phosphine oxide |
| title_full_unstemmed | Organophosphorus catalytic reaction based on reduction of phosphine oxide |
| title_short | Organophosphorus catalytic reaction based on reduction of phosphine oxide |
| title_sort | organophosphorus catalytic reaction based on reduction of phosphine oxide |
| topic | Organophosphorus reagents Phosphine oxide waste Catalytic cycle Strong reducing agents Electrochemistry Chemical transformation |
| url | http://www.sciencedirect.com/science/article/pii/S2666554922001107 |
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