Foam-like boron-doped g-C_(3)N_(4) as acid-base cooperative catalyst for efficient nucleophilic addition in water  

作　　者：Jiajun Wang Zewei Liu Shiye Li Chaoping Li Su Liu Jingwen Feng Rong Tan 

机构地区：[1]National&Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources,Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research(Ministry of Education),Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province,College of Chemistry&Chemical Engineering,Hunan Normal University,No.36,South Lushan Road,Changsha,Hunan,410081,China

出　　处：《Green Chemical Engineering》2021年第2期239-249,共11页绿色化学工程（英文）

基　　金：The authors are grateful for the financial support provided by the National Natural Science foundation of China(21676078);the Scientific Research fund of Hunan Provincial Education Department(19A323);the Key Laboratory of the Assembly and Application of Organic functional Molecules of Hunan Province.

摘　　要：Intramolecular acid-base cooperative catalysis is a powerful strategy to promote the nucleophilic additions in synthetic chemistry,since both substrates and nucleophiles can be activated simultaneously,yielding a lower energy reaction pathway.However,the systems often suffer from catalyst quenching due to the mutual neutralization of acid/base sites.Herein,we doped the boron(B)atoms in the tri-s-triazine ring of graphite-like carbon nitride(g-C_(3)N_(4))framework,to develop the acid-base cooperative catalyst for nucleophilic addition.Characterization results demonstrated a foam-like hierarchical porous structure,as well as the coexistence of Lewis acid and base sites in the as-synthesized samples.As a result,the B-doped g-C_(3)N_(4) acted as the efficient acidbase cooperative catalysts,significantly promoting the Knoevenagel condensation whose key step involves in nucleophilic addition.A wide range of α,β-unsaturated carbonyl compounds with remarkably high yields(>90%)was achieved even within 1 h in water,whereas the acid-free or base-free counterpart was far less efficient.In addition,the bifunctional catalysts exhibited excellent reusability with simple treatment.The novel B-doped g-C_(3)N_(4) catalytic system offers several advantages,such as operational simplicity,mild reaction conditions,high efficiency,and facile reuse of catalyst.All these advantages make it a benign protocol from the sustainability point of view,and inspired us to design the other bifunctional cooperative catalysts for a wide range of sustainable industrial applications.

关 键 词：Acid-base cooperative catalysis BORON-DOPING g-C_(3)N_(4) Knoevenagel condensation WATER 

分 类 号：TQ203[化学工程—有机化工] TQ426