Mechanistic Studies on Propargyl Alcohol-Tethered Alkylidenecyclopropane with Aryldiazonium Salt Initiated by Visible Light  

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作  者:Jiaxin Liu Yin Wei Min Shi 

机构地区:[1]State Key Laboratory of Organometallic Chemistry,Center for Excellence in Molecular Synthesis,University of Chinese Academy of Science,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,345 Lingling Road,Shanghai,200032 China [2]Shenzhen Grubbs Institute,Southern University of Science and Technology,Shenzhen,Guangdong,518000 China

出  处:《Chinese Journal of Chemistry》2021年第2期295-300,共6页中国化学(英文版)

基  金:support from the Strategic Priority Research Program of the Chinese Academy of Sciences(Grant No.XD2000000);the National Natural Science Foundation of China(21421091,21372250,21121062,21302203,20732008,21772037,21772226,21861132014 and 91956115).

摘  要:This paper discloses the reaction mechanism of two consecutive but different visible light photo-induced chain processes for the rapid construction of spirobi[indene]skeletons.The first process is triggered by a photo-induced single-electron-transfer(SET)of an electron donor-accepter(EDA)complex.The second process is initiated by a direct SET process between aryldiazonium salt and the excited allenic intermediate.In these two processes,another SET took place respectively on the in situ formed radical intermediate to realize a redox-neutral outcome.The mechanistic studies have been carried out by control experiments,kinetic and spectroscopic analyses,deuterium labeling experiments to support these two chain processes.

关 键 词:Mechanistic study PHOTOCHEMISTRY Radical ion Spirobi[indene] Radical chain 

分 类 号:O62[理学—有机化学]

 

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