Remarkable synergistic effect between copper(I) and ionic liquids for promoting chemical fixation of CO2. (December 2017)

• Record Type: Journal Article
• Authors: Zhao, Yuling; Tian, Li; Qiu, Jikuan; Li, Zhiyong; Wang, Huiyong; Cui, Guokai; Zhang, Suojiang; Wang, Jianji
• Is Part Of: Journal of CO₂ utilization. Volume 22(2017)
• Page Start: 374
• Page End: 381
• Publication Date: 2017-12
• Subjects: CO2 conversion -- Copper(I) -- Ionic liquids -- Propargylic alcohols -- DFT calculations -- Atmospheric pressure; Carbon dioxide -- Periodicals; Carbon dioxide -- Environmental aspects -- Periodicals; Carbon dioxide mitigation -- Periodicals; Carbon dioxide; Carbon dioxide -- Environmental aspects; Carbon dioxide mitigation; Periodicals; 628.53205
• DOI: 10.1016/j.jcou.2017.10.017
• Languages: English
• ISSNs: 2212-9820

Abstract

Highlights: The carboxylative cyclization of propargylic alcohols with CO2 proceeded at ambient pressure by using CuI/[DBUH][TFE] catalyst. The products were obtained in good to excellent yields by simple extraction separation. The catalytic system could be easily regenerated without obvious loss in its activity. The high efficiency originateed from remarkable synergistic catalysis between Cu(I) and the IL on substrates. This catalyst system was also efficiently applied to the reaction of propargylic amines and CO2 with excellent yields. Abstract: Recently, efficient chemical conversion of CO2 into high value chemicals at room temperature and atmospheric pressure without using noble metal catalysts remains a great challenge. In this work, we find that the carboxylative cyclization of propargylic alcohols with CO2 can proceed at 60 °C and ambient pressure by using a combination of CuI and an ionic liquid (IL) 1, 8-diazabicyclo-[5.4.0]-7-undecenium trifluoroethanol ([DBUH][TFE]) as catalyst. By simple extraction after the reactions, a series of desired products have been obtained in good to excellent yields with this highly efficient catalyst system. Spectroscopic investigations and DFT calculations demonstrate that such a high efficiency originates from remarkable synergistic catalysis between Cu(I) and the IL on substrates. In addition, it is worth noting that this catalyst system also works well for the carboxylative cyclization of propargylic amines even at ambient temperature and pressure, with the highest turnover number among the reported base metals catalytic systems.