Zhao Yingsheng, associate professor, Suzhou University Research Group: para selective difluoroalkylation of aniline and its substrate

At the end of 2017, Zhao Yingsheng, associate professor of Suzhou University, was invited to be our first report object, reporting the research progress of ruthenium catalyzed remote hydrocarbon bond activation (click to view) Recently, Zhao Yingsheng's research group has made some new progress in the para selective difluoroalkylation of aniline and its substrate Here, CBG news first paid attention to and reported the latest research results of "old friends" (NAT Commun 2018, 9, 1189) In organic synthesis, highly selective functionalization of hydrocarbon bonds has always been an important research hotspot and difficulty The introduction of fluorine atoms or fluorine-containing functional groups into the molecules with drug activity can effectively change the chemical and physical properties of drug molecules, so it is more valuable to selectively introduce fluorine-containing functional groups into organic molecules Up to now, there are few reports about the activation of hydrocarbon bonds In 2017, the ruthenium catalyzed para alkylation of aniline (angelw Chem Int ed 2017, 56, 15131) was reported by Professor Frost's research group at the University of bath Subsequently, Zhao Yingsheng group of Suzhou University reported ruthenium catalyzed para selective difluoroalkylation of acetophenoxime ethers (angew Chem Int ed 2018, 57, 1277) Recently, Zhao Yingsheng, associate professor of materials and Chemical Engineering Department of Suzhou University, reported the para selective difluoroalkylation of aniline and its substrate (NAT Commun 2018, 9, 1189) Although the reaction mechanism of para selective difluoroalkylation of aniline and its substrate (source: nat.commun 2018, 9, 1189) is not clear at present, a series of control experiments are also carried out in this report to try to clarify the reaction mechanism Based on the work of Professor Ackermann of the University of Gottingen, Professor Wang Guanwu of the University of science and technology of China and Associate Professor Zhao Yingsheng (angew Chem Int ed 2017, 56, 2045; chem EUR J 2017, 23, 3285; org Chem Front 2017, 4, 1867) Through the control experiments of arylpyrazoles with substituents, it is found that the ratio of aromatic para products can be adjusted by adjusting the electrical properties of substituents on the substituents The effect of the electrical properties of substituents on the ratio of aromatic to para products (source: nat.commun 2018, 9, 1189) based on the previous work and the above experimental results, a possible reaction mechanism is proposed in this paper: after the metallization of tervaloyl aniline, due to the regulation of the electrical properties of the guiding group, the reaction site is transferred from the previous ruthenium carbon bond to the carbon nitrogen bond, and finally the para selective difluoroalkylation product is obtained In order to explain the reaction mechanism thoroughly, the related work is continuing Electroregulation reaction site of guiding group (source: nat.commun 2018, 9, 1189) corresponding author: Zhao Yingsheng, associate professor of Suzhou University, Lan Yu, Professor of Chongqing University, relevant researchers: (Chen CHANGPENG, master of Suzhou University, doctor of Xi'an Jiaotong University) (yuan Chunchen, Professor Bao Xiaoguang and Zhao Yingsheng, associate professor of Suzhou University jointly cultivate doctor, Article 1) about characters and scientific research Today, science and technology elements are increasingly valued in economic life, China has ushered in the "node of science and technology explosion" Behind the progress of science and technology is the work of countless scientists In the field of chemistry, in the context of the pursuit of innovation driven, international cooperation has been strengthened, the influence of Returned Scholars in the field of R & D has become increasingly prominent, and many excellent research groups have emerged in China For this reason, CBG information adopts the 1 + X reporting mechanism CBG information, chembeango app, chembeango official microblog, CBG wechat subscription number and other platforms jointly launch the column of "people and scientific research", approach the domestic representative research group, pay attention to their research, listen to their stories, record their demeanor, and explore their scientific research spirit.