Cascade Strategy for Atmospheric Pressure CO2 Fixation to Cyclic Carbonates via Silver Sulfadiazine and Et4NBr Synergistic Catalysis

被引:27
作者
Li, Jing-Yuan [1 ]
Han, Li-Hua [1 ]
Xu, Qin-Chao [2 ]
Song, Qing-Wen [1 ]
Liu, Ping [1 ]
Zhang, Kan [1 ]
机构
[1] Chinese Acad Sci, Inst Coal Chem, State Key Lab Coal Convers, South Taoyuan Rd 27, Taiyuan 030001, Shanxi, Peoples R China
[2] Chinese Acad Sci, Inst Coal Chem, Analyt Instrumentat Ctr, South Taoyuan Rd 27, Taiyuan 030001, Shanxi, Peoples R China
来源
ACS SUSTAINABLE CHEMISTRY & ENGINEERING | 2019年 / 7卷 / 03期
基金
中国国家自然科学基金;
关键词
Carbon dioxide utilization; Cyclic carbonates; Cascade reaction; Synergistic catalysis; Synthetic methods; PROPARGYLIC ALCOHOLS; PROPYLENE CARBONATE; SELECTIVE SYNTHESIS; ORGANIC CARBONATES; DIOXIDE; GLYCOL; PERFORMANCE; FEEDSTOCK; SALTS; DIOLS;
D O I
10.1021/acssuschemeng.8b05579
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
It is of great significance and challenge for highly efficient catalytic transformation of carbon dioxide into cyclic carbonates especially under low pressure and energy input conditions. In this regard, an efficient silver sulfadiazine/Et4NBr synergistic catalytic system was developed for the three-component cascade reaction of propargylic alcohols, CO2, and vicinal diols. The reaction was performed in the absence of any solvent under atmospheric CO2, pressure to afford splendid yields of cyclic carbonates. The excellent performance was ascribed to the simultaneous activation of hydroxyl group in propargylic alcohols/vicinal diols by silver sulfadiazine and synergistic effect between silver species and bulkier Et4N+ in the procedure of intramolecular nucleophilic cyclization confirmed by control experiments and NMR spectra.
引用
收藏
页码:3378 / 3388
页数:21
相关论文
共 39 条
[1]   Challenges in the Greener Production of Formates/Formic Acid, Methanol, and DME by Heterogeneously Catalyzed CO2 Hydrogenation Processes [J].
Alvarez, Andrea ;
Bansode, Atul ;
Urakawa, Atsushi ;
Bavykina, Anastasiya V. ;
Wezendonk, Tim A. ;
Makkee, Michiel ;
Gascon, Jorge ;
Kapteijn, Freek .
CHEMICAL REVIEWS, 2017, 117 (14) :9804-9838
[2]   The first synthesis of a cyclic carbonate from a ketal in SC-CO2 [J].
Aresta, M ;
Dibenedetto, A ;
Dileo, C ;
Tommasi, I ;
Amodio, E .
JOURNAL OF SUPERCRITICAL FLUIDS, 2003, 25 (02) :177-182
[3]   Synthesis of cyclic carbonates from diols and CO2 catalyzed by carbenes [J].
Bobbink, Felix D. ;
Gruszka, Weronika ;
Hulla, Martin ;
Das, Shoubhik ;
Dyson, Paul J. .
CHEMICAL COMMUNICATIONS, 2016, 52 (71) :10787-10790
[4]   Recent Developments in the Synthesis of Cyclic Carbonates from Epoxides and CO2 [J].
Buettner, Hendrik ;
Longwitz, Lars ;
Steinbauer, Johannes ;
Wulf, Christoph ;
Werner, Thomas .
TOPICS IN CURRENT CHEMISTRY, 2017, 375 (03)
[5]   Homogeneous and silica-supported zinc complexes for the synthesis of propylene carbonate from propane-1,2-diol and carbon dioxide [J].
Comerford, James W. ;
Hart, Sam J. ;
North, Michael ;
Whitwood, Adrian C. .
CATALYSIS SCIENCE & TECHNOLOGY, 2016, 6 (13) :4824-4831
[6]   Propylene carbonate synthesis from propylene glycol, carbon dioxide and benzonitrile by alkali carbonate catalysts [J].
Da Silva, E. ;
Dayoub, W. ;
Mignani, G. ;
Raoul, Y. ;
Lemaire, M. .
CATALYSIS COMMUNICATIONS, 2012, 29 :58-62
[7]   Sn-catalyzed synthesis of propylene carbonate from propylene glycol and CO2 under supercritical conditions [J].
Du, Y ;
Kong, DL ;
Wang, HY ;
Cai, F ;
Tian, HS ;
Wang, JQ ;
He, LN .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 241 (1-2) :233-237
[8]   Magnesium-catalyzed synthesis of organic carbonate from 1,2-diol/alcohol and carbon dioxide [J].
Du, Ya ;
He, Liang-Nian ;
Kong, De-Lin .
CATALYSIS COMMUNICATIONS, 2008, 9 (08) :1754-1758
[9]   Conversion of carbon dioxide and olefins into cyclic carbonates in water [J].
Eghbali, Nicolas ;
Li, Chao-Jun .
GREEN CHEMISTRY, 2007, 9 (03) :213-215
[10]   Boosting the Catalytic Performance of Organic Salts for the Fast and Selective Synthesis of α-Alkylidene Cyclic Carbonates from Carbon Dioxide and Propargylic Alcohols [J].
Grignard, Bruno ;
Ngassamtounzoua, Charlene ;
Gennen, Sandro ;
Gilbert, Bernard ;
Mereau, Raphael ;
Jerome, Christine ;
Tassaing, Thierry ;
Detrembleur, Christophe .
CHEMCATCHEM, 2018, 10 (12) :2584-2592