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Succinimide-Based Ionic Liquids: An Efficient and Versatile Platform for Transformation of CO2 into Quinazoline-2,4(1H,3H)-diones under Mild and Solvent-Free Conditions
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2019-07-14 00:00:00 , DOI: 10.1021/acssuschemeng.9b03154 Fusheng Liu 1 , Ran Ping 1 , Penghui Zhao 1 , Yongqiang Gu 1 , Jun Gao 2 , Mengshuai Liu 1
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2019-07-14 00:00:00 , DOI: 10.1021/acssuschemeng.9b03154 Fusheng Liu 1 , Ran Ping 1 , Penghui Zhao 1 , Yongqiang Gu 1 , Jun Gao 2 , Mengshuai Liu 1
Affiliation
Multifunctional succinimide-based ionic liquids (SIILs) were well-designed and synthesized, and they were used as a dual solvent–catalyst for efficient transformation of CO2 and 2-aminobenzonitriles into quinazoline-2,4(1H,3H)-diones under mild conditions. The catalytic behaviors, including the effects of anion–cation structures and reaction parameters, catalyst recyclability, and versatility were thoroughly studied. The optimum [HTMG][Suc] comprising a tetramethylguanidine cation and a succinimide anion showed excellent activity toward various substituted 2-aminobenzonitrile substrates. [HTMG][Suc] was easily recyclable with superior structural integrity. The possible pathways of CO2 and 2-aminobenzonitrile activated by [HTMG][Suc] were investigated in depth, which supported the reaction mechanism well. In comparison with reported catalysts, the protocol herein exhibited comparable catalytic performance under milder and greener conditions without any additional organic solvents.
中文翻译:
基于琥珀酰亚胺的离子液体:在温和无溶剂条件下将CO 2转化为喹唑啉-2,4(1 H,3 H)-二酮的高效多功能平台
经过精心设计和合成的基于琥珀酰亚胺的多功能离子液体(SIIL),它们被用作双重溶剂催化剂,用于将CO 2和2-氨基苄腈有效转化为喹唑啉-2,4(1 H,3 H)-二酮在温和的条件下。彻底研究了催化行为,包括阴离子阳离子结构和反应参数的影响,催化剂的可回收性以及多功能性。包含四甲基胍阳离子和琥珀酰亚胺阴离子的最佳[HTMG] [Suc]对各种取代的2-氨基苄腈底物表现出优异的活性。[HTMG] [Suc]具有良好的结构完整性,易于回收。CO 2的可能途径深入研究了[HTMG] [Suc]活化的2-氨基苄腈和2-氨基苄腈,很好地支持了反应机理。与报道的催化剂相比,本文的方案在温和和绿色条件下显示了可比的催化性能,而没有任何其他有机溶剂。
更新日期:2019-07-14
中文翻译:
基于琥珀酰亚胺的离子液体:在温和无溶剂条件下将CO 2转化为喹唑啉-2,4(1 H,3 H)-二酮的高效多功能平台
经过精心设计和合成的基于琥珀酰亚胺的多功能离子液体(SIIL),它们被用作双重溶剂催化剂,用于将CO 2和2-氨基苄腈有效转化为喹唑啉-2,4(1 H,3 H)-二酮在温和的条件下。彻底研究了催化行为,包括阴离子阳离子结构和反应参数的影响,催化剂的可回收性以及多功能性。包含四甲基胍阳离子和琥珀酰亚胺阴离子的最佳[HTMG] [Suc]对各种取代的2-氨基苄腈底物表现出优异的活性。[HTMG] [Suc]具有良好的结构完整性,易于回收。CO 2的可能途径深入研究了[HTMG] [Suc]活化的2-氨基苄腈和2-氨基苄腈,很好地支持了反应机理。与报道的催化剂相比,本文的方案在温和和绿色条件下显示了可比的催化性能,而没有任何其他有机溶剂。