Waste-minimized continuous flow copper-catalyzed azide-alkyne cycloaddition with low metal contamination  

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作  者:Giulia Brufani Federica Valentini Gabriele Rossini Lucia Rosignoli Yanlong Gu Ping Liu Luigi Vaccaro 

机构地区:[1]Laboratory of Green S.O.C.–Dipartimento di Chimica,Biologia e Biotecnologie,Universita degli Studi di Perugia,Via Elce di Sotto 8,Perugia 06123,Italy [2]Key Laboratory of Material Chemistry for Energy Conversion and Storage,Ministry of Education,Hubei Key Laboratory of Material Chemistry and Service Failure,School of Chemistry and Chemical Engineering,Huazhong University of Science and Technology,Wuhan 430074,China [3]School of Chemistry and Chemical Engineering,Shihezi University,Shihezi 832003,China [4]Peoples Friendship University of Russia(RUDN University),Moscow 117198,Russian Federation

出  处:《Green Synthesis and Catalysis》2023年第2期154-159,共6页绿色合成与催化(英文)

基  金:support to the project AMIS,through the program“Dipartimenti di Eccellenza-2018-2022”.

摘  要:Metal contamination is a waste-generating and serious issue in the synthesis of chemicals,in particular in the case of products with biological activity.The appropriate selection of operating conditions plays a crucial role in the abatement of metal leaching in solution and associated wastes.Herein we report a waste-minimized continuous flow process for the synthesis of 1,4-disubstitutedβ-keto 1,2,3-triazoles exploiting the use of a copper tube flow reactor(CTFR).The selection of the proper azeotropic mixture allowed an almost quantitative recovery of the reaction medium greatly influencing the E-factor of the protocol.A thorough understanding of the main parameters affecting the waste generation was given by calculation of the E-factor distribution for different work-up tested under batch and flow conditions.Furthermore,the measurement of different green metrics(AE:Atom Economy,SF:Stoichiometric Factor,RME:Reaction Mass Efficiency,and MRP:Mass Recover Parameter)clearly demonstrated the benefits of the flow scale-up that allowed to perform a low environmental footprint CuAAC reaction.

关 键 词:Flow chemistry CUAAC AZEOTROPE Waste-minimization Copper tube flow reactor 

分 类 号:O643.3[理学—物理化学]

 

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