Understanding Mechanistic Differences between 3-Diazoindolin-2-lmines and N-Sulfonyl-1,2,3-Triazoles in the Rh_(2)(ll)-Catalyzed Reactions with Nitrosoarenes
作者机构：College of ChemistryChemical Engineering and Materials ScienceSoochow University199 Ren-Ai RoadSuzhou Industrial ParkSuzhouJiangsu 215123China
出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)
年 卷 期：2021年第39卷第6期
页 面：1565-1572页
核心收录：
学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
基 金：the National Natural Science Foundation of China(No.21973068) the Project of Scientific and Technologic Infrastructure of Suzhou(No.SZS201708) the Priority Academic Program Development of Jiangsu Higher Education Institutions(PAPD)for financial support
主 题：a-lmino rhodium carbene Nitrosoarene Reaction mechanism Chemo-selectivity Density functional theory
摘 要：The employment of α-iminometallocarbenes to construct valuable N-containing compounds has attracted significant research ***,the nucleophilic addition of nitrosoarenes with the α-imino rhodium carbene species(I),which is derived from Rh_(2)(ll)-catalyzed denitrogenation of 3-diazoindolin-2-imines,to produce synthetically useful 2-iminoindolin-nitrones is ***,the N-attack of nitrosoarenes with the carbene site of I is *** the analogous Rh_(2)(ll)-catalyzed reaction of nitrosoarenes with N-sulfonyl-1,2,3-triazoles reported by Li and co-workers(***.2014,16,6394),however,the O-attack of nitrosoarenes with the carbene site of α-imino rhodium carbene species(II)is more favorable to occur than the *** subsequent transformation to yield the product of N-acylamidines is rationalized based on computational *** mechanistic differ-ences for the reactions of nitrosoarenes with a-imino rhodium carbene species I and II are discussed.
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