Efficient DMF-catalyzed coupling of epoxides with CO2 under solvent-free conditions to afford cyclic carbonates

被引:53
作者
Jiang, Jia-Li [1 ]
Hua, Ruimao [1 ]
机构
[1] Tsing Hua Univ, Dept Chem, Innovat Catalysis Program, Minist Educ,Key Lab Organ Optoelect & Mol Engn, Beijing 100084, Peoples R China
基金
中国国家自然科学基金;
关键词
carbon dioxide; catalysis; cyclic carbonate; DMF; epoxide;
D O I
10.1080/00397910600908744
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
To develop a simple, low-molecule, and cost-effective organocatalyst for the coupling of epoxides with CO2, we have screened this coupling reaction in different organic solvents and found that DMF is an efficient organic catalyst for the coupling of epoxides with CO2 to give cyclic carbonates in high yield. In some cases, the catalytic activity of DMF can be significantly increased by the addition of catalytic amount of H2O.
引用
收藏
页码:3141 / 3148
页数:8
相关论文
共 47 条
[11]   Bis 2,6-difluorophenoxide dimeric complexes of zinc and cadmium and their phosphine adducts:: Lessons learned relative to carbon dioxide/cyclohexene oxide alternating copolymerization processes catalyzed by zinc phenoxides [J].
Darensbourg, DJ ;
Wildeson, JR ;
Yarbrough, JC ;
Reibenspies, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (50) :12487-12496
[12]   Catalysts for the reactions of epoxides and carbon dioxide [J].
Darensbourg, DJ ;
Holtcamp, MW .
COORDINATION CHEMISTRY REVIEWS, 1996, 153 :155-174
[13]   PALLADIUM CATALYZED REACTION OF BUTADIENE MONOXIDE WITH CARBON-DIOXIDE [J].
FUJINAMI, T ;
SUZUKI, T ;
KAMIYA, M ;
FUKUZAWA, S ;
SAKAI, S .
CHEMISTRY LETTERS, 1985, (02) :199-200
[14]   The organometallic chemistry of carbon dioxide [J].
Gibson, DH .
CHEMICAL REVIEWS, 1996, 96 (06) :2063-2095
[15]   Chemical fixation of carbon dioxide by NaI/PPh3/PhOH [J].
Huang, JW ;
Shi, M .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (17) :6705-6709
[16]  
Inoue S., 1982, ORGANIC BIOORGANIC C
[17]   Re(CO)5Br-catalyzed coupling of epoxides with CO2 affording cyclic carbonates under solvent-free conditions [J].
Jiang, JL ;
Gao, FX ;
Hua, RM ;
Qiu, XQ .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (01) :381-383
[18]   A rapid and effective synthesis of propylene carbonate using a supercritical CO2-ionic liquid system [J].
Kawanami, H ;
Sasaki, A ;
Matsui, K ;
Ikushima, Y .
CHEMICAL COMMUNICATIONS, 2003, (07) :896-897
[19]   Chemical fixation of carbon dioxide to styrene carbonate under supercritical conditions with DMF in the absence of any additional catalysts [J].
Kawanami, H ;
Ikushima, Y .
CHEMICAL COMMUNICATIONS, 2000, (21) :2089-2090
[20]   New mechanistic insight into the coupling reactions CO2 and epoxides in the presence of zinc complexes [J].
Kim, HS ;
Kim, JJ ;
Lee, SD ;
Lah, MS ;
Moon, D ;
Jang, HG .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (03) :678-686