戊二酰胺基离子液体将CO2高效转化为喹唑啉-2,4(1H,3H)-二酮:催化活性、CO2吸收能力和正阴离子相互作用力之间的关系

IF 5.5 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Ruiyu Zhang , Xinyi Sun , Li Wang , Jinglai Zhang
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引用次数: 0

摘要

由于CO2的惰性,恶劣的反应条件,特别是高二氧化碳压力,阻碍了CO2与2-氨基苯腈的羧化环化反应。离子液体是这一过程中一种重要的催化剂,但缺乏有效的筛选方法。本文合成了11种离子液体,其中包括三种新型的戊二酰亚胺基离子液体来催化上述反应。其中,[BZTMA][GLU]在2-氨基苯腈(1 mmol)、[BZTMA][GLU] (0.8 mmol)、70℃、8 h、1 mL DMSO的反应条件下,在常压下对喹唑啉-2,4(1H,3H)-二酮的收率达到98.6%。有趣的是,催化性能与阳离子和阴离子的相互作用以及CO2吸收量有关。其中,当阴离子与阳离子的相互作用小于−6.35 kcal mol−1,离子液体对CO2的吸收量大于1.37 mol CO2 / mol IL时,催化收率大于98.6%。这种关系有助于有效地筛选新的离子液体。实际催化物质为[BZTMA][GLU], -NH2基团被激活,结合1H NMR谱、傅里叶变换红外光谱(FT-IR)和密度泛函理论(DFT)计算验证。本文首次报道了用于标题反应的稳健离子液体的筛选新策略,这有利于高效鉴定高性能离子液体。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Efficient conversion of CO2 into quinazoline-2,4(1H,3H)-diones by glutarimide-based ionic liquids: Relationship among catalytic activity, CO2 absorption capacity, and the interaction force of cations and anions

Efficient conversion of CO2 into quinazoline-2,4(1H,3H)-diones by glutarimide-based ionic liquids: Relationship among catalytic activity, CO2 absorption capacity, and the interaction force of cations and anions
The harsh reaction condition, especially for the high carbon dioxide (CO2) pressure, is an obstacle for the carboxylation cyclization reaction of CO2 with 2-aminobenzonitrile due to the inertness of CO2. Ionic liquids represent an important class of catalysts for this process, however, there is lack of efficient strategy to screen the robust ionic liquids. Herein, 11 ionic liquids including three novel glutarimide-based ionic liquids are synthesized to catalyze the aforementioned reaction. Among them, [BZTMA][GLU] achieves a yield of 98.6% for quinazoline-2,4(1H,3H)-dione even under atmospheric pressure, with the following reaction conditions: 2-aminobenzonitrile (1 mmol), [BZTMA][GLU] (0.8 mmol), 70 °C, 8 h, and 1 mL of DMSO. Interestingly, the catalytic performance is related with the interaction of cation and anion and the amount of CO2 absorption. Specifically, when the interaction between the anion and cation less than −6.35 kcal mol−1, and the CO2 absorption by the ionic liquid exceeds 1.37 mol CO2 per mol IL, the catalytic yield will be greater than 98.6%. This relationship facilitates the efficient screening of new ionic liquids. The actual catalytic species is [BZTMA][GLU] and the –NH2 group is activated, which is verified by combination of 1H NMR spectra, Fourier transform infrared spectroscopy (FT-IR), and density functional theory (DFT) calculations. This work firstly reports the new strategy to screen the robust ionic liquid for the title reaction, which is favorable to the efficient identification of high-performance ionic liquids.
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来源期刊
Sustainable Chemistry and Pharmacy
Sustainable Chemistry and Pharmacy Environmental Science-Pollution
CiteScore
8.20
自引率
6.70%
发文量
274
审稿时长
37 days
期刊介绍: Sustainable Chemistry and Pharmacy publishes research that is related to chemistry, pharmacy and sustainability science in a forward oriented manner. It provides a unique forum for the publication of innovative research on the intersection and overlap of chemistry and pharmacy on the one hand and sustainability on the other hand. This includes contributions related to increasing sustainability of chemistry and pharmaceutical science and industries itself as well as their products in relation to the contribution of these to sustainability itself. As an interdisciplinary and transdisciplinary journal it addresses all sustainability related issues along the life cycle of chemical and pharmaceutical products form resource related topics until the end of life of products. This includes not only natural science based approaches and issues but also from humanities, social science and economics as far as they are dealing with sustainability related to chemistry and pharmacy. Sustainable Chemistry and Pharmacy aims at bridging between disciplines as well as developing and developed countries.
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