Highly Efficient Conversion of Ketazines to Pyrazoline Derivatives Catalyzed by FeCl3
文献类型:期刊论文
作者 | Xia, Yangfeng3,4; Zhang, Xing1; Liu, Long3; Sun, Haiyun1; Zhao, Guoying3; Zhang, Yanqiang2,5 |
刊名 | INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
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出版日期 | 2020-10-21 |
卷号 | 59期号:42页码:18748-18755 |
ISSN号 | 0888-5885 |
DOI | 10.1021/acs.iecr.0c04032 |
英文摘要 | Pyrazoline derivatives as valuable five-membered heterocyclic compounds could be readily prepared through the intramolecular cyclization of ketazines. In this paper, transition metals (Zn2+, Cu2+, Cr3+, Mn2+, Co2+, Ni2+, and Fe3+) were applied for the catalytic synthesis of 3,5,5-trimethyl-2-pyrazoline, and FeCl3 showed the best catalytic performance with 95% conversion and 99% selectivity. Substrate screening exhibited that the steric hindrance of ketazines is a key factor on the conversions of R-substituted pyrazolines, following the order of R as methyl (95%) > ethyl (83%) > propyl (68%) > butyl (55%). Moreover, the mechanism of the cyclization of ketazines catalyzed by FeCl3 is calculated by density functional theory. The energetic profile shows that the cyclization reaction consists of two steps and FeCl3 can efficiently reduce their barrier energies. This work provides a feasible method for the preparation of pyrazoline derivatives using inexpensive, less toxic, and environmentally friendly FeCl3 as a catalyst. |
WOS关键词 | TRANSITION-METAL SALTS ; ALPHA,BETA-UNSATURATED KETONES ; POLYMERIZATION ; DENSITY |
资助项目 | National Natural Science Foundation of China[21878278] ; National Natural Science Foundation of China[21676281] |
WOS研究方向 | Engineering |
语种 | 英语 |
WOS记录号 | WOS:000584932100003 |
出版者 | AMER CHEMICAL SOC |
资助机构 | National Natural Science Foundation of China |
源URL | [http://ir.ipe.ac.cn/handle/122111/42725] ![]() |
专题 | 中国科学院过程工程研究所 |
通讯作者 | Sun, Haiyun; Zhang, Yanqiang |
作者单位 | 1.Beijing Inst Aerosp Testing Technol, Beijing Key Lab Res & Applicat Aerosp Green Prope, Beijing 10074, Peoples R China 2.Zhengzhou Inst Emerging Ind Technol, Zhengzhou 450000, Peoples R China 3.Chinese Acad Sci, Beijing Key Lab Ion Liquids Clean Proc, Inst Proc Engn, Beijing 100049, Peoples R China 4.Univ Chinese Acad Sci, Sch Chem Engn, Beijing 100049, Peoples R China 5.Chinese Acad Sci, Key Lab Sci & Technol Particle Mat, Inst Proc Engn, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Xia, Yangfeng,Zhang, Xing,Liu, Long,et al. Highly Efficient Conversion of Ketazines to Pyrazoline Derivatives Catalyzed by FeCl3[J]. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,2020,59(42):18748-18755. |
APA | Xia, Yangfeng,Zhang, Xing,Liu, Long,Sun, Haiyun,Zhao, Guoying,&Zhang, Yanqiang.(2020).Highly Efficient Conversion of Ketazines to Pyrazoline Derivatives Catalyzed by FeCl3.INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,59(42),18748-18755. |
MLA | Xia, Yangfeng,et al."Highly Efficient Conversion of Ketazines to Pyrazoline Derivatives Catalyzed by FeCl3".INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH 59.42(2020):18748-18755. |
入库方式: OAI收割
来源:过程工程研究所
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