New crown ether complex cation ionic liquids with N-heterocycle anions: preparation and application in CO2 fixation,Organic Chemistry Frontiers

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New crown ether complex cation ionic liquids with N-heterocycle anions: preparation and application in CO2 fixation
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2017-11-14 00:00:00 , DOI: 10.1039/c7qo00829e
Jinyuan Wang _{1,

2,

3,

4,

5} , Yatao Liang _{1,

2,

3,

4,

5} , Dagang Zhou _{1,

2,

3,

4,

5} , Jiangping Ma _{1,

2,

3,

4,

5} , Huanwang Jing _{1,

2,

3,

4,

5}

Affiliation

A series of crown ether complex cation ionic liquids (CECILs) have been devised, synthesized and characterized by NMR, IR, elemental analysis and TGA-DSC. These new CECILs ([18-C-6K]⁺Y⁻ and [15-C-5Na]⁺Y⁻, Y⁻ = imidazolide, pyrazolide, 1,2,4-triazolide, benzo[d]imidazolide, benzo[d]triazolide) were applied as efficient catalysts to the cycloaddition of epoxides and carbon dioxide without a co-catalyst under atmospheric pressure and solvent-free conditions. The results showed that the activity of catalysts deeply relies on their structural features. The CECILs of [18-C-6K]⁺Y⁻ are superior to [15-C-5Na]⁺Y⁻ under optimal reaction conditions. A preliminary kinetic study of this reaction was carried out using [18-C-6K][Im] and [15-C-5Na][Im] catalysts. The obtained activation energies are consistent with their reaction rates. An anion–cation synergistic catalytic mechanism has been carefully proposed in light of the features of the new catalysts and experimental results, which was confirmed as well by DFT calculations.

中文翻译：

带有N-杂环阴离子的新型冠醚络合物阳离子离子液体：制备及其在CO ₂固定中的应用

通过NMR，IR，元素分析和TGA-DSC，设计，合成和表征了一系列冠醚络合物阳离子离子液体（CECIL）。这些新的CECILs（[18-C-6K] ⁺ ÿ ^-和[15-C-的5Na] ⁺ ÿ ^-，Y ^- =咪唑酰胺，pyrazolide，1,2,4- triazolide，苯并[d]咪唑基，苯并[d [三唑啉]作为有效催化剂用于环氧化物和二氧化碳的环加成反应，而无助催化剂在大气压和无溶剂条件下进行。结果表明，催化剂的活性很大程度上取决于其结构特征。[18-C-6K]的CECILs ⁺ ý ^-均优于[15-C-的5Na] ⁺ ÿ ^-在最佳反应条件下。使用[18-C-6K] [Im]和[15-C-5Na] [Im]催化剂对该反应进行了初步的动力学研究。所获得的活化能与其反应速率一致。鉴于新催化剂的特性和实验结果，已经仔细提出了阴离子-阳离子协同催化机理，这也通过DFT计算得到了证实。

更新日期：2017-11-23

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