{"title":"具有 N-(2-(1H-吡唑-1-基)苯基)-吡啶醯胺配体的 NNN 夹钯(II)配合物：合成、表征及在偶联反应中的应用","authors":"Yongli Xu, Tao Wang, Yonghua Li, Shuxiao Li, Yifan Zhang, Jiaming Wang, Fei Li, Heng Jiang","doi":"10.1007/s11243-023-00570-7","DOIUrl":null,"url":null,"abstract":"<div><p><i>N</i>-(2-(1H-pyrazol-1-yl)phenyl)-picolinamide ligands <b>3a–c</b> and <b>5a–f</b> have been easily prepared from commercially available 2-pyridinecarboxylic acid. Reaction of <b>3a–c</b> and <b>5a–f</b> with PdCl<sub>2</sub> in toluene in the presence of triethylamine gave the nine NNN pincer Pd(II) complexes <b>6a–i</b> in 15–91% yields. All the new compounds were characterized by <sup>1</sup>H, <sup>13</sup>C NMR spectra and HRMS. In addition, the molecular structures of complexes <b>6a</b> and <b>6i</b> have also been determined by single-crystal X-ray diffraction. The obtained palladium(II) catalysts showed efficient catalytic activity toward the Heck coupling of aryl bromides with styrenes. Under the condition of 5% catalyst loading, the expected various styrenes were obtained in moderate to high yields (up to 99% yield).</p></div>","PeriodicalId":1,"journal":{"name":"Accounts of Chemical Research","volume":null,"pages":null},"PeriodicalIF":16.4000,"publicationDate":"2024-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"NNN pincer palladium(II) complexes with N-(2-(1H-pyrazol-1-yl)phenyl)-picolinamide ligands: synthesis, characterization, and application to heck coupling reaction\",\"authors\":\"Yongli Xu, Tao Wang, Yonghua Li, Shuxiao Li, Yifan Zhang, Jiaming Wang, Fei Li, Heng Jiang\",\"doi\":\"10.1007/s11243-023-00570-7\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p><i>N</i>-(2-(1H-pyrazol-1-yl)phenyl)-picolinamide ligands <b>3a–c</b> and <b>5a–f</b> have been easily prepared from commercially available 2-pyridinecarboxylic acid. Reaction of <b>3a–c</b> and <b>5a–f</b> with PdCl<sub>2</sub> in toluene in the presence of triethylamine gave the nine NNN pincer Pd(II) complexes <b>6a–i</b> in 15–91% yields. All the new compounds were characterized by <sup>1</sup>H, <sup>13</sup>C NMR spectra and HRMS. In addition, the molecular structures of complexes <b>6a</b> and <b>6i</b> have also been determined by single-crystal X-ray diffraction. The obtained palladium(II) catalysts showed efficient catalytic activity toward the Heck coupling of aryl bromides with styrenes. Under the condition of 5% catalyst loading, the expected various styrenes were obtained in moderate to high yields (up to 99% yield).</p></div>\",\"PeriodicalId\":1,\"journal\":{\"name\":\"Accounts of Chemical Research\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":16.4000,\"publicationDate\":\"2024-01-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Accounts of Chemical Research\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s11243-023-00570-7\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Accounts of Chemical Research","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s11243-023-00570-7","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
NNN pincer palladium(II) complexes with N-(2-(1H-pyrazol-1-yl)phenyl)-picolinamide ligands: synthesis, characterization, and application to heck coupling reaction
N-(2-(1H-pyrazol-1-yl)phenyl)-picolinamide ligands 3a–c and 5a–f have been easily prepared from commercially available 2-pyridinecarboxylic acid. Reaction of 3a–c and 5a–f with PdCl2 in toluene in the presence of triethylamine gave the nine NNN pincer Pd(II) complexes 6a–i in 15–91% yields. All the new compounds were characterized by 1H, 13C NMR spectra and HRMS. In addition, the molecular structures of complexes 6a and 6i have also been determined by single-crystal X-ray diffraction. The obtained palladium(II) catalysts showed efficient catalytic activity toward the Heck coupling of aryl bromides with styrenes. Under the condition of 5% catalyst loading, the expected various styrenes were obtained in moderate to high yields (up to 99% yield).
期刊介绍：
Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance.
Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
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