在 K[C6F5BF3] 与芳基氯化物的交叉偶联反应中，N-杂环碳烯对钯配合物催化活性的意外影响

IF 0.8 4区化学 Q4 CHEMISTRY, MULTIDISCIPLINARY

Doklady Chemistry Pub Date : 2024-01-20 DOI:10.1134/S0012500823600979

N. Yu. Adonin, A. Yu. Shabalin, S. A. Prikhod’ko, V. V. Bardin

{"title":"在 K[C6F5BF3] 与芳基氯化物的交叉偶联反应中，N-杂环碳烯对钯配合物催化活性的意外影响","authors":"N. Yu. Adonin, A. Yu. Shabalin, S. A. Prikhod’ko, V. V. Bardin","doi":"10.1134/S0012500823600979","DOIUrl":null,"url":null,"abstract":"<p>In the palladium-catalyzed cross-coupling of potassium pentafluorophenyltrifluoroborate with aryl chlorides in the presence of the precursor of SIMes carbene, the yields of pentafluorobiphenyls decrease, whereas the yield of 2,3,4,5,6-pentafluoro-4'-methylbiphenyl from 4-bromotoluene under the same conditions increases. An explanation for this phenomenon and for the intensification of the side hydrodeboration reaction of the initial borate has been proposed.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8000,"publicationDate":"2024-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Unexpected Effect of N-Heterocyclic Carbene on the Catalytic Activity of Palladium Complex in the Cross-Coupling Reaction of K[C6F5BF3] with Aryl Chlorides\",\"authors\":\"N. Yu. Adonin, A. Yu. Shabalin, S. A. Prikhod’ko, V. V. Bardin\",\"doi\":\"10.1134/S0012500823600979\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>In the palladium-catalyzed cross-coupling of potassium pentafluorophenyltrifluoroborate with aryl chlorides in the presence of the precursor of SIMes carbene, the yields of pentafluorobiphenyls decrease, whereas the yield of 2,3,4,5,6-pentafluoro-4'-methylbiphenyl from 4-bromotoluene under the same conditions increases. An explanation for this phenomenon and for the intensification of the side hydrodeboration reaction of the initial borate has been proposed.</p>\",\"PeriodicalId\":530,\"journal\":{\"name\":\"Doklady Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":0.8000,\"publicationDate\":\"2024-01-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Doklady Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1134/S0012500823600979\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Doklady Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S0012500823600979","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

摘要

摘要在钯催化下，五氟苯基三氟硼酸钾与芳基氯化物在 SIMes 碳烯前体存在下发生交叉偶联反应时，五氟联苯的产率降低，而在相同条件下从 4-溴甲苯中生成 2,3,4,5,6-五氟-4'-甲基联苯的产率增加。对这一现象以及初始硼酸盐的副氢化反应加剧提出了解释。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Unexpected Effect of N-Heterocyclic Carbene on the Catalytic Activity of Palladium Complex in the Cross-Coupling Reaction of K[C6F5BF3] with Aryl Chlorides

查看原文本刊更多论文

Unexpected Effect of N-Heterocyclic Carbene on the Catalytic Activity of Palladium Complex in the Cross-Coupling Reaction of K[C6F5BF3] with Aryl Chlorides

In the palladium-catalyzed cross-coupling of potassium pentafluorophenyltrifluoroborate with aryl chlorides in the presence of the precursor of SIMes carbene, the yields of pentafluorobiphenyls decrease, whereas the yield of 2,3,4,5,6-pentafluoro-4'-methylbiphenyl from 4-bromotoluene under the same conditions increases. An explanation for this phenomenon and for the intensification of the side hydrodeboration reaction of the initial borate has been proposed.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Doklady Chemistry 化学-化学综合

CiteScore

1.20

自引率

12.50%

发文量

审稿时长

6-12 weeks

期刊介绍： Doklady Chemistry is a journal that publishes new research in chemistry and chemical engineering of great significance. Initially the journal was a forum of the Russian Academy of Science and published only best contributions from Russia in the form of short articles. Now the journal welcomes submissions from any country in the English or Russian language. Every manuscript must be recommended by Russian or foreign members of the Russian Academy of Sciences.