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空间接近二酰胺的多米诺类型反应及其在有机合成中的应用

Dominoes Type Reaction of Spatially Close Diamides and Their Applications in Organic Synthesis
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摘要 发现了空间接近的双温勒伯(Weinreb)酰胺与格氏试剂在温和条件下的单取代反应,该反应普适性强、操作简便且产率高,反应存在动力学控制和热力学控制2种产物.机理分析表明,该反应发生了分子内亲核取代反应,并生成了稳定的单取代中间体,从而避免了双取代反应的发生.通过该反应制备了一系列4-取代酞嗪酮类化合物,合成了基于酞嗪基团的纯红光三环金属化铱(Ⅲ)配合物,采用该配合物制备的有机电致发光器件表现出高效率[最大外部量子效率(EQE_(max))=10.3%]和低浓度猝灭性能. A monoaddition reaction of spatially close diamides and Grignard reagents under mild conditions was found.In some case,kinetic-controlled products and thermodynamic-controlled products were obtained at the same time.The key step involved an intramolecular nucleophilic reaction.4-Substituted phthalazinones were conveniently synthesized by this method.Pure red-light-emitting tris-cyclometalated iridium(Ⅲ)complex based on phthalazine building blocks that exhibit high efficiency[maximum external quantum efficiency(EQE_(max))=10.3%]had also been synthesized.
作者 张佳玲 吴源源 张曼 陶正煜 田勇攀 张千峰 童碧海 何谷峰 孔辉 ZHANG Jialing;WU Yuanyuan;ZHANG Man;TAO Zhengyu;TIAN Yongpan;ZHANG Qianfeng;TONG Bihai;HE Gufeng;KONG Hui(Key Laboratory of Metallurgical Emission Reduction&Resources Recycling,Ministry of Education,Institute of Molecular Engineering and Applied Chemistry,School of Metallurgy Engineering,Anhui University of Technology,Maanshan 243002,China;Department of Electronic Engineering,Shanghai Jiao Tong University,Shanghai 200240,China)
出处 《高等学校化学学报》 SCIE EI CAS CSCD 北大核心 2023年第2期38-46,共9页 Chemical Journal of Chinese Universities
基金 国家自然科学基金(批准号:21572001,61975117) 安徽省专项支持计划项目(批准号:T000609) 皖江学者特聘教授项目和安徽省教育厅科研项目(批准号:YJS20210332)资助.
关键词 酞嗪酮 双温勒伯酰胺 格氏试剂 铱(Ⅲ)配合物 有机发光二极管 Phthalazinone Bis-Weinreb amide Grignard reagent Iridium(Ⅲ)complex Organic light-emitting diode(OLED)
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