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中国化学会·第一届全国二氧化碳资源化利用学术会议

作者： Xiu Xin Haiwen Shan Yaorong Wang Dan Yuan Yingming Yao Key Laboratory of Organic Synthesis of Jiangsu Province College of Chemistry Chemical Engineering and Materials ScienceDushu Lake Campus Soochow University

Carbon dioxide is an ideal C1 resource, because it is abundant, renewable and non-toxic. However, it is thermodynamically stable, which greatly limits its application. Development of suitable catalysts to activate CO is important and challenging task, which has attracted great interest. In our work, a series of homonuclear rare-earth(RE) metal complexes(Y, La, Nd, and Sm) stabilized by N-methylethylenediamine-bridged tris(phenolate) ligands were prepared and structurally characterized, which showed good activity in catalyzing cyclic carbonate synthesis from epoxides and CO. Terminal substrates were transformed into cyclic carbonates in good yields(49%-99%) at r.t. and 1 atm CO pressure, while disubstituted epoxides were transformed into cyclic carbonates in preferable yields(92%-99%) at 60-120 oC and 1 atm CO pressure.

关键词： rare earth complex carbon dioxide cyclic carbonates

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Chemo-, Regio-, Stereo-and Enantioselective Transformations of cyclic carbonates and Beyond

Chemo-, Regio-, Stereo-and Enantioselective Transformations ...

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中国化学会·第一届全国二氧化碳资源化利用学术会议

作者： Wusheng Guo Frontier Institute of Science and Technology (FIST) Xi’an Jiaotong University

Recycling of carbon dioxide into value-added organic molecules and materials has received widespread attention among the chemical communities. Among the most studied transformations that take advantage of the cheap, accessible and renewable nature of CO as a carbon feedstock is its cycloaddition reaction with oxiranes affording cyclic carbonate products. This cycloaddition reaction has a long history, and the development of new, more sustainable synthetic approaches and applications has been an ongoing endeavor.[1] Whereas conventionally these heterocyclic scaffolds found use as non-protic solvents, precursors to polycarbonates, electrolytes and as intermediates towards chemicals such as ethylene glycol. Recently, cyclic carbonates and related heterocycles find increasing synthetic utility using predominantly transition metal catalysis.[2] In particular, vinyl-substituted cyclic carbonates have been at the forefront of these developments with decarboxylative approaches being prevalent. The talk will present the recent development of our research on this topic(Scheme 1).[3]

关键词： cyclic carbonates Decarboxylation Regioselectivity Stereoselectivity Enantioselectivity

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Surface science approach to the heterogeneous cycloaddition of CO_(2) to epoxides catalyzed by site-isolated metal complexes and single atoms: a review

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Green Chemical Engineering 2022年第3期3卷 210-227页

作者： Valerio D'Elia Arjan W.Kleij Department of Materials Science and Engineering School of Molecular Science and EngineeringVidyasirimedhi Institute of Science and Technology(VISTEC)555 Moo 121210PayupnaiWangChanRayongThailand Institute of Chemical Research of Catalonia(ICIQ) Barcelona Institute of Science&TechnologyAv.Paisos Catalans 1643007TarragonaSpain Institute of Catalan Research and Advanced Studies(ICREA) Pg.Lluis Companys 2308010BarcelonaSpain

The cycloaddition of CO_(2) to epoxides to afford cyclic organic carbonates is an increasingly relevant non-reductive strategy to convert CO_(2) to useful products able to serve as high-boiling solvents,chemical intermediates,and monomers for the preparation of more sustainable polymers.The development of efficient and robust hetero-geneous catalysts for such transformation is,therefore,crucial and can be carried out by several strategies that often require the preparation of sophisticated and/or expensive organic networks,linkers,or compounds.A different approach to the preparation of heterogeneous catalysts for CO_(2)-epoxide coupling is by applying surface science methodologies to graft molecular fragments or single atoms on various supports leading to well-defined active sites.In this context,surface organometallic chemistry(SOMC),along with comparable methodologies,is a valuable approach for the preparation of efficient,single-site Lewis acids and catalysts for the target cycloaddition reaction on metal oxides,whereas,other grafting methodologies,can be applied to prepare analogous catalysts on different kinds of surfaces.Finally,we discuss very recent advances in the application of surface methodologies for the preparation of single atom catalysts as an increasingly relevant approach towards highly active Lewis acids for the cycloaddition of CO_(2) to epoxides.Overall,we show that Lewis acids and catalysts prepared by facile surface methodologies hold significant potential for future application is the synthesis of cyclic carbonates from CO_(2).

关键词： cyclic carbonates Surface science Single atoms Surface organometallic chemistry Catalysis

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CoCo-PBA/tetrabutylammonium bromide as highly efficient catalyst for CO_(2) and epoxides coupling reaction under mild conditions

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Chinese Chemical Letters 2022年第2期33卷 1081-1086页

作者： Munir Ullah Khan Saﬁr Ullah Khan Jiraya Kiriratnikom Shah Zareen Xinghong Zhang MOE Key Laboratory of Macromolecular Synthesis and Functionalization Department of Polymer Science and EngineeringZhejiang UniversityHangzhou 310027China Hefei National Laboratory for Physical Science at the Microscale School of Life SciencesUniversity of Science and Technology of ChinaHefei 230027China National Synchrotron Radiation Laboratory Department of Chemical Physics and Key Laboratory of Surface and Interface Chemistry and Energy Catalysis of Anhui Higher Education InstitutesUniversity of Science and Technology of ChinaHefei 230029China

The development of effective and low-energy-consumption catalysts for CO_(2)conversion into high-value-added products by constructing versatile active sites on the surface of heterogeneous compounds is an ur-gent and challenging task.In this study,a stable and well-defined heterogeneous cobalt hexacyanocobal-tate(Co_(3)[Co(CN)_(6)]_(2)),typical cobalt Prussian blue analogue(CoCo-PBA)modified with tetrabutylammo-nium bromide(TBAB),is proven to be the superior catalyst for CO_(2)and epoxide coupling to produce cyclic carbonates with>99%yield under mild reaction conditions(1.0 MPa,65℃).Based on a series of characterizations,it is revealed that the CoCo-PBA structure can maintain relatively high thermal and chemical stability.Recycling experiments exhibited that the CoCo-PBA system could retain 98%of the original activity after six reaction rounds.The CoCo-PBA/TBAB catalytic system was also highly active for coupling CO_(2)with other industrial-grade epoxides.These results show the Co Co-PBA catalytic system potential flexibility and the generality of the catalyst preparation strategy.

关键词： CO_(2)conversion cyclic carbonates Prussian blue analogue Heterogeneous catalysis Co_(3)[Co(CN)_(6)]_(2)

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Synthesis of cyclic Carbonate Catalyzed by DBU Derived Basic Ionic Liquids

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Chinese Journal of Chemistry 2018年第4期36卷 293-298页

作者： Wei Li Weiguo Cheng Xia Yang Qian su Lihui Dong Pan Zhang Yunan Yi Bin Li Suojiang Zhang Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province College of Chemistry & Chemical Engineering China Westh Normal University Nanchong Sichuan 637002 China Institute of Process Engineering Chinese Academy of Sciences Beijing 100190 China

In this work, 1,8-diazabicyclo[5.4.0]undec-7-ene （DBU）, 1,5-diazabicyclo[4.3.0]-5-nonene （DBN）, and imidazole （MIM）-derived bromide ionic liquids （ILs） were synthesized and used to catalyze the cycloaddition reactions of carbon dioxide （CO_2） with several kinds of epoxides to form cyclic car- bonates. The DBU derived bromide ionic liquid system was found to have the best catalytic activity among all the tested ILs. The influences of reaction conditions （including temperature, pressure and reaction time） on the reaction of CO_2 to propylene oxide （PO） were studied to show the best conditions of 120℃, 1 MPa, 2.5 h catalyzed by 2 mol% DBU-derived bromide ionic liquid, with the conversion of PO and the selectivity of propylene carbonate （PC） reaching 99% and 99%, respectively. Under the optimum reaction conditions, the ionic liquid system could be reused at least five times without decrease in selectivity and conversion. NMR spectroscopy and DFT calculations were used to reveal the hydrogen-bond interaction between ionic liquids and rea- gent, based on which the reaction mechanism was proposed.

关键词： CO_2 epoxides cyclic carbonates DBU derived bromide ionic liquid

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Triazole-Bridged Bisphenol Catalyses Cycloaddition of Epoxides and CO2

Triazole-Bridged Bisphenol Catalyses Cycloaddition of Epoxid...

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中国化学会·第一届全国二氧化碳资源化利用学术会议

作者： Yanhong Hao Dan Yuan Yingming Yao Key Laboratory of Organic Synthesis of Jiangsu Province College of Chemistry Chemical Engineering and Materials ScienceDushu Lake Campus Soochow University

Carbon dioxide(CO) is a desirable C1 building block because it is nontoxic and abundant in nature. The reaction of CO with epoxides to form cyclic carbonates is a 100% atom-efficient method to transform CO into value-added compounds. cyclic carbonates may be used as engineering plastics, electrolytes, solvents, fuel additives, and precursors to fine chemicals. Recently, organocatalysts have attracted increasing interest in this field. In our work, 1H-1, 2, 3-triazole-bridged bisphenol was synthesized and employed as catalyst in the coupling of CO and epoxides. A series of aryl-substituted epoxides were transformed into cyclic carbonates in 57 – 95 % yields, in the absence of halide co-catalyst, whereas alkyl-substituted epoxides reacted under 1 bar CO in the presence of halide.

关键词： cyclic carbonates carbon dioxide triazole-bridged bisphenol

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Design,synthesis of the bifunctional β-cyclodextrin-based compound and their catalytic behavior in coupling reaction of CO2 and epoxides

Design,synthesis of the bifunctional β-cyclodextrin-based c...

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中国化学会第十三届全国有机合成化学学术研讨会

作者： Yanyan Liu Yongchao Geng Hai-Jian Yang College of Chemistry and Materials Science South-Central University for Nationalities

Herein we report the synthesis of a series of bisfunctional alkyl-bridged Bis-(β-CD-ammonia)salt catalyst(C1-C7) from environment-friendly β-cyclodestrion(β-CD) and characterized by 1 H NMR,13 C NMR,IR to indentity its structure.Using C1 as bifunctional,one-component catalysts for the cycloaddition reaction of CO and propylene epoxide(PO),we found that C1 can catalyze the reaction and achieved eccellent yield(96%) and selectivity(99%) at mild conditions(110℃,2 MPa,0.125 mmol%,4 h).The influence of catalyst structure and reaction conditions on cyclic carbonates yield were also discussed.Furthermore,the catalyst was applicable for coupling reaction of CO with various epoxides.And we proposed a possible mechanism.

关键词： environment-friendly bifunctional catalyst cycloaddition CO2 cyclic carbonates

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