Efficient Palladium‐Catalyzed Carbonylation of 1,3‐Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters
| العنوان: | Efficient Palladium‐Catalyzed Carbonylation of 1,3‐Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters |
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| المؤلفون: | Weiheng Huang, Robert Franke, Helfried Neumann, Yao Ge, Ralf Jackstell, Matthias Beller, Ji Yang, Francesco Ferretti, Jiawang Liu, Haijun Jiao |
| المصدر: | Angewandte Chemie (International Ed. in English) |
| بيانات النشر: | Wiley, 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | adipates, chemistry.chemical_element, carbonylation, 010402 general chemistry, aliphatic diesters, 01 natural sciences, Catalysis, chemistry.chemical_compound, Adipate, dienes, Organic chemistry, Research Articles, Adipic acid, 010405 organic chemistry, Chemistry, General Medicine, General Chemistry, 0104 chemical sciences, Palladium Catalysis, Methanol, Selectivity, Isomerization, Carbonylation, Research Article, Palladium |
| الوصف: | The dicarbonylation of 1,3‐butadiene to adipic acid derivatives offers the potential for a more cost‐efficient and environmentally benign industrial process. However, the complex reaction network of regioisomeric carbonylation and isomerization pathways, make a selective and direct transformation particularly difficult. Here, we report surprising solvent effects on this palladium‐catalysed process in the presence of 1,2‐bis‐di‐tert‐butylphosphin‐oxylene (dtbpx) ligands, which allow adipate diester formation from 1,3‐butadiene, carbon monoxide, and methanol with 97 % selectivity and 100 % atom‐economy under scalable conditions. Under optimal conditions a variety of di‐ and triesters from 1,2‐ and 1,3‐dienes can be obtained in good to excellent yields. High value‐added conversion: From gas to nylon precursor. This 100 % atom economic and industrially relevant process is strongly influenced by the system polarity. |
| تدمد: | 1521-3773 1433-7851 |
| DOI: | 10.1002/anie.202015329 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1913979bc42b908f86cfa334c2b78c2b https://doi.org/10.1002/anie.202015329 |
| Rights: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....1913979bc42b908f86cfa334c2b78c2b |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213773 14337851 |
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| DOI: | 10.1002/anie.202015329 |