Photomediated core modification of diaryl dihydrophenzines through three-component alkylarylation of alkenes toward organocatalyzed ATRP  

作　　者：Yajun Zhang Hao Wang Dandan Jiang Naixian Sun Wei He Lili Zhao Ning Qin Ning Zhu Zheng Fang Kai Guo 

机构地区：[1]College of Biotechnology and Pharmaceutical Engineering,State Key Laboratory of Materials-Oriented Chemical Engineering,Nanjing Tech University,Nanjing,211800,China [2]Institute of Advanced Synthesis,School of Chemistry and Molecular Engineering,Nanjing Tech University,Nanjing,211800,China [3]Department of Mechanical Engineering,The University of Sheffield,Sheffield,S13JD,United Kingdom

出　　处：《Green Synthesis and Catalysis》2024年第1期35-41,共7页绿色合成与催化（英文）

基　　金：The research was supported by the National Natural Science Foundation of China(No.22278221);the National Key Research and Development Program of China(No.2021YFC2101900);the Natural Science Foundation of Jiangsu Province(No.BK20212003).We also appreciated the high-performance center of Nanjing Tech University for supporting the computational resources.

摘　　要：The design and synthesis of a novel organic photocatalyst(OPC)have attracted broad interest from both the organic chemistry and polymer community.Herein,we presented a visible-light-induced alkylarylation of alkenes strategy for core modification of 5,10-diaryl-5,10-dihydrophenazines(DADHPs)under metal-and additive-free conditions,with the aim to develop powerful photocatalyst for organocatalyzed atom transfer radical polymerization(O-ATRP).Good tolerance for a wide variety of functional groups and affording the corresponding tetrasubstituted products in moderate to good yields were achieved in the batch and flow reactor.The experimental and computational mechanistic study confirmed that DADHPs’radical cations andπ-πstacking interactions played important roles in the alkylarylation of alkenes.A series of the tetrasubstituted DADHPs were directly synthesized from the corresponding noncore-modified phenazines,which were demonstrated to be effective organic photoredox catalysts for O-ATRP.Light responsive nature,controlled polymerization manner,and welldefined poly(methyl methacrylate)were achieved via tetrasubstituted DADHPs mediated O-ATRP.

关 键 词：PHOTOINDUCED Core modification Diaryl dihydrophenzine O-ATRP 

分 类 号：O62[理学—有机化学]