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Direct Synthesis of Amides by Acceptorless Dehydrogenative Coupling of Benzyl Alcohols and Ammonia Catalyzed by a Manganese Pincer Complex: Unexpected Crucial Role of Base.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Daw, Prosenjit Kumar, Amit Espinosa-Jalapa, Noel Angel Ben-David, Yehoshoa Milstein, David Ethan |
| Copyright Year | 2019 |
| Abstract | Amide synthesis is one of the most important transformations in chemistry and biology. The direct use of ammonia for the incorporation of nitrogen functionalities in organic molecules is an attractive and environmentally benign method. We present here a new synthesis of amides by acceptorless dehydrogenative coupling of benzyl alcohols and ammonia. The reaction is catalyzed by a pincer complex of earth-abundant manganese in the presence of stoichiometric base, making the overall process economical, efficient and sustainable. Interesting mechanistic insights based on detailed experimental observations, indicating the crucial role of the base, are provided. |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/jacs.9b05261 |
| PubMed reference number | 31307194 |
| Journal | Medline |
| Alternate Webpage(s) | http://www.weizmann.ac.il/Organic_Chemistry/milstein/sites/Organic_Chemistry.milstein/files/uploads/jacs_amides_ammonia.pdf |
| Alternate Webpage(s) | https://doi.org/10.1021/jacs.9b05261 |
| Journal | Journal of the American Chemical Society |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
