Near-Ambient-Temperature Dehydrogenative Synthesis of the Amide Bond: Mechanistic Insight and Applications
文献类型：期刊论文
| 作者 | Kar, Sayan; Xie, Yinjun; Zhou, Quan Quan; Diskin-Posner, Yael; Ben-David, Yehoshoa; Milstein, David |
| 刊名 | ACS CATALYSIS
 |
| 出版日期 | 2021 |
| 卷号 | 11期号:12页码:7383-7393 |
| 关键词 | ALCOHOLS AMINES SYSTEM METHANOL COMPLEX LIGAND |
| 英文摘要 | The current existing methods for the amide bond synthesis via acceptorless dehydrogenative coupling of amines and alcohols all require high reaction temperatures for effective catalysis, typically involving reflux in toluene, limiting their potential practical applications. Herein, we report a system for this reaction that proceeds under mild conditions (reflux in diethyl ether, boiling point 34.6 degrees C) using ruthenium PNNH complexes. The low-temperature activity stems from the ability of Ru-PNNH complexes to activate alcohol and hemiaminals at near-ambient temperatures through the assistance of the terminal N-H proton. Mechanistic studies reveal the presence of an unexpected aldehyde-bound ruthenium species during the reaction, which is also the catalytic resting state. We further utilize the low-temperature activity to synthesize several simple amide bond-containing commercially available pharmaceutical drugs from the corresponding amines and alcohols via the dehydrogenative coupling method. |
| 源URL | [http://ir.nimte.ac.cn/handle/174433/21822]  |
| 专题 | 中国科学院宁波材料技术与工程研究所 2021专题_期刊论文 |
| 作者单位 | Milstein, D (corresponding author), Weizmann Inst Sci, Dept Mol Chem & Mat Sci, IL-76100 Rehovot, Israel. |
| 推荐引用方式 GB/T 7714 | Kar, Sayan,Xie, Yinjun,Zhou, Quan Quan,et al. Near-Ambient-Temperature Dehydrogenative Synthesis of the Amide Bond: Mechanistic Insight and Applications[J]. ACS CATALYSIS,2021,11(12):7383-7393. |
| APA | Kar, Sayan,Xie, Yinjun,Zhou, Quan Quan,Diskin-Posner, Yael,Ben-David, Yehoshoa,&Milstein, David.(2021).Near-Ambient-Temperature Dehydrogenative Synthesis of the Amide Bond: Mechanistic Insight and Applications.ACS CATALYSIS,11(12),7383-7393. |
| MLA | Kar, Sayan,et al."Near-Ambient-Temperature Dehydrogenative Synthesis of the Amide Bond: Mechanistic Insight and Applications".ACS CATALYSIS 11.12(2021):7383-7393. |
入库方式： OAI收割
来源：宁波材料技术与工程研究所
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