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Palladium-Catalyzed Decarboxylative Coupling of Potassium Oxalate Monoester with Aryl and Alkenyl Halides
| Content Provider | Semantic Scholar |
|---|---|
| Author | Shang, Rui |
| Copyright Year | 2017 |
| Abstract | Pd-catalyzed decarboxylative cross-couplings of aryl iodides, bromides, and chlorides with potassium oxalate monoesters have been discovered. This reaction is potentially useful for laboratory-scale synthesis of aryl and alkenyl esters. Pd catalyst with bidentate phosphine ligands was found as the optimal catalyst, and unlike other reported decarboxylative couplings, copper is not needed as support catalyst in this reaction. The theoretical calculation shows that the decarboxylation on Pd(II) is the rate-determining step, with a transition state where Pd(II) has a five-coordination state. The calculated energy barrier of rate-determining step is about ∼30 kcal/mol, which is in accordance with the optimized reaction temperature. |
| Starting Page | 49 |
| Ending Page | 61 |
| Page Count | 13 |
| File Format | PDF HTM / HTML |
| DOI | 10.1007/978-981-10-3193-9_2 |
| Alternate Webpage(s) | https://www.springer.com/cda/content/document/cda_downloaddocument/9789811031922-c2.pdf?SGWID=0-0-45-1597953-p180441199 |
| Alternate Webpage(s) | https://doi.org/10.1007/978-981-10-3193-9_2 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |