Thermocatalytic Dehydrogenation-Enabled Arene-Alkane Couplings  

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作  者:Feng Yu Renqing Tao Lan Gan Hao Ni Qi-Kai Kang Guixia Liu Zheng Huang 

机构地区:[1]Chang-Kung Chuang Institute,East China Normal University,Shanghai 200062,China [2]The State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,345 Lingling Road,Shanghai 200032,China [3]School of Chemistry and Material Sciences,Hangzhou Institute of Advanced Study,University of Chinese Academy of Sciences,1 Sub-lane Xiangshan,Hangzhou,Zhejiang 310024,China

出  处:《Chinese Journal of Chemistry》2023年第16期1905-1914,共10页中国化学(英文版)

基  金:the National Key R&D Program of China(2021YFA1501700);the National Natural Science Foundation of China(21825109,21821002,22072178,22293013).

摘  要:Comprehensive Summary The direct use of non-prefunctionalized arene and alkane as the starting materials to construct Caryl−Calkyl bond is an unfulfilled target and approaches to this challenge rarely surface in methodology studies.Current methods for thermocatalytic arene-alkane couplings(AAC)occur with specific substrates and/or inconvenient reagents.Herein,we report a one-pot relay bicatalysis system for AAC involving(pincer)Ir-catalyzed alkane transfer dehydrogenation and Fe(OTf)3-catalyzed olefin hydroarylation.This system exhibits broad scope and is particularly effective for alkylation of arenes with arylalkanes to form 1,1-diarylalkanes with high chemo-and regioselectivity,making it potentially useful for late-stage alkylation of complex molecules.Experimental mechanistic data provide a view into the factors controlling the regioselectivity.Finally,the strategy of dehydrogenation-enabled arene-alkane couplings has been successfully extended to a tandem catalysis by using a heterogeneous olefin hydroarylation catalyst.

关 键 词:ALKANES ARENES Dehydrogenative coupling HYDROARYLATION lridium 

分 类 号:O643.3[理学—物理化学]

 

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