文献类型：期刊文献

英文题名：Truce-Smiles Rearrangement of Diaryliodonium Salts in Ionic Liquids

作者：Wang, Yu[1,2,3];Pan, Wanying[1,2,3];Zhang, Yuxuan[1,2,3];Wang, Limin[1,2,3];Han, Jianwei[1,2,3]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Feringa Nobel Prize Scientist Joint Res Ctr, Dept Fine Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2023

卷号：62

期号：28

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20232314200006);WOS:【SCI-EXPANDED(收录号:WOS:001001547000001)，CCR-EXPANDED(收录号:WOS:001001547000001)】；

基金：Acknowledgments The work was supported by the Natural Science Foundation of Shanghai (20ZR1413500) and National Nature Science Foundation of China (NSFC 21772039, 21472213), Shanghai Municipal Science and Technology Major Project (grant no. 2018SHZDZX03) and Program of Introducing Talents of Discipline to Universities (B16017). The authors thank Research Center of Analysis and Test of East China University of Science and Technology for the help on the characterization. We also thank Professors Zhen-Jiang Xu and Hao-Yang Wang from SIOC for helpful discussion and instrumental analysis.

语种：英文

外文关键词：Diaryliodonium Salt; Ion Pair; Ionic Liquid; Sulfonyl; Truce-Smiles Rearrangement

摘要：The Truce-Smiles rearrangement is an intramolecular SNAr reaction, enabling the formation of a new arene carbon-carbon bond with sufficiently strong carbon-centered nucleophile. Reported here are ortho-tosylmethylene functionalized diaryliodonium salts, which can undergo an unprecedented Truce-Smiles rearrangement in ionic liquids, resulting in sulfonyl-substituted ortho-iodo diarylmethanes as a powerful class of building blocks in chemical synthesis. The protocol features aryliodo moiety as a hyper nucleofuge, facilitating the formation of Meisenheimer complex within the migratory system.