Home

Citation: YI Wen-Bin, CAI Chun. Friedel-Crafts Alkylation in Fluorous Biphasic System Catalyzed by Rare Earth(Ⅲ) Perfluorooctanesulfonates[J]. Chinese Journal of Applied Chemistry, ;2006, 23(2): 212-214. shu

Friedel-Crafts Alkylation in Fluorous Biphasic System Catalyzed by Rare Earth(Ⅲ) Perfluorooctanesulfonates

YI Wen-Bin ,
CAI Chun ^,

1.
Chemical Engineering College, Nanjing University of Science & Technology, Nanjing 210094

Corresponding author: CAI Chun,
Received Date: 26 March 2005
Available Online: 20 August 2005
Fund Project: 国防科工委"十五"预研基金资助项目(40406020103) (40406020103)

The rare earth(Ⅲ) perfluorooctanesulfonates(RE(OSO₂C₈F₁₇)₃,RE:Sc,Y,La~Lu) catalysts have been prepared and used in Friedel-Crafts alkylation in fluorous biphasic systems.Perfluorohexane(C₆F₁₄),perfluoromethylcyclohexane(C₇F₁₄),perfluorotoluen(C₇F₈),perfluorooctane(C₈F₁₈),perfluorooctyl bromide(C₈F₁₇Br) and perfluorodecalin(C₁₀F₁₈,cis and trans-mixture) can be used as the fluorous solvent for this kind of reaction.The catalytic activities of other rare earth metal salts with different ligands were tested.The results show that Yb(OSO₂C₈F₁₇)₃ and(C₁₀F₁₈) were the best catalyst and fluorous solvent respec-tively.The yield of alkylation of anisole with benzyl alcohol was 96% in the presence of Yb(OSO₂C₈F₁₇)₃ and C₁₀F₁₈.By simple phase-separation the fluorous phase containing only catalyst could be re-utilized up to five times with a slight decrease in activity.
- fluorous biphasic catalysis,
- rare earth(Ⅲ) perfluorooctanesulfonate,
- perfluorocarbon,
- Friedel-Crafts alkylation
1. [1]
  Shiyan Cheng , Yonghong Ruan , Lei Gong , Yumei Lin . Research Advances in Friedel-Crafts Alkylation Reaction. University Chemistry, 2024, 39(10): 408-415. doi: 10.12461/PKU.DXHX202403024
2. [2]
  Junjie Zhang , Jinke Li , Chaochao Dong , Jiawen Guo , Yue Wang , Yingxin Shui . 数字化技术在共轭聚合物探针检测全氟烷基化合物中的应用——微观机理探究与可视定量分析. University Chemistry, 2026, 41(10): 226-238. doi: 10.12461/PKU.DXHX202509092
3. [3]
  Jun Wang , Xinxing Li , Yibo Wang , Yafei Mu , Xiaoming Guo , Di Lan , Dashuang Wang , Haifeng Li . Fluorocarbon-gated multilevel heterointerfaces synergistically drive full X-band microwave absorption in composite foams. Acta Physico-Chimica Sinica, 2026, 42(11): 100405-0. doi: 10.1016/j.actphy.2026.100405
4. [4]
  Huifang XIAO , Xiaoqian HU , Xiaofan YE , Lihui LIU , Fen NIE , Yanrong DING , Ying MA , Yanzhu LIU , Yongxiu LI . Coordination-enhanced leaching of bastnaesite from mixed rare earth concentrates and comprehensive recycling of valuable elements. Chinese Journal of Inorganic Chemistry, 2026, 42(1): 141-151. doi: 10.11862/CJIC.20250049
5. [5]
  Zhimin Sun , Wenyu Xue , Shuangshuang Yang , Chaoyang Zhang , Bo Yu , Xingwei Wang , Qiangliang Yu , Feng Zhou , Weimin Liu . Multifunctional coating for marine applications: simultaneously achieving corrosion resistance, microwave absorption, and drag reduction via fluorosilane-encapsulated CIPs. Acta Physico-Chimica Sinica, 2026, 42(11): 100292-0. doi: 10.1016/j.actphy.2026.100292
6. [6]
  Lixing ZHANG , Yaowen WANG , Xu HAN , Junhong ZHOU , Jinghui WANG , Liping LI , Guangshe LI . Research progress in the synthesis of fluorine-containing perovskites and their derivatives. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1689-1701. doi: 10.11862/CJIC.20250007
7. [7]
  Xiaoning TANG , Shu XIA , Jie LEI , Xingfu YANG , Qiuyang LUO , Junnan LIU , An XUE . Fluorine-doped MnO₂ with oxygen vacancy for stabilizing Zn-ion batteries. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1671-1678. doi: 10.11862/CJIC.20240149
8. [8]
  Shahua Huang , Xiaoming Guo , Lin Lin , Guangping Chang , Sheng Han , Zuxin Zhou . Application of “Integration of Industry and Education” in Engineering Chemistry: Improvement of the Pesticide Fipronil Production. University Chemistry, 2024, 39(3): 199-204. doi: 10.3866/PKU.DXHX202309064
9. [9]
  Xiaofeng Xia , Jielian Zhu . Innovative Comprehensive Experimental Design: Synthesis of 6-Fluoro-N-benzoyl Tetrahydroquinoline. University Chemistry, 2024, 39(10): 344-352. doi: 10.12461/PKU.DXHX202405063
10. [10]
  Tingting Yu , Si Chen , Lianglong Sun , Tongtong Shi , Kai Sun , Xin Wang . Comprehensive Experimental Design for the Photochemical Synthesis, Analysis, and Characterization of Difluoropyrroles. University Chemistry, 2024, 39(11): 196-203. doi: 10.3866/PKU.DXHX202401022
11. [11]
  Xuefei Zhao , Xuhong Hu , Zhenhua Jia . 理论与计算化学在傅-克烷基化反应教学中的应用. University Chemistry, 2025, 40(8): 360-367. doi: 10.12461/PKU.DXHX202410008
12. [12]
  Yang Chen , Peng Chen , Yuyang Song , Yuxue Jin , Song Wu . Application of Chemical Transformation Driven Impurity Separation in Experiments Teaching: A Novel Method for Purification of α-Fluorinated Mandelic Acid. University Chemistry, 2024, 39(6): 253-263. doi: 10.3866/PKU.DXHX202310077
13. [13]
  Vanita Vanita , Roland Schoch , Pascal Puphal , Hasan Yilmaz , Matthias Bauer , Oliver Clemens . Structural and electrochemical behaviour of bilayer manganite LaSr₂Mn₂O_6.96 cathode for all-solid-state fluoride ion batteries. Acta Physico-Chimica Sinica, 2026, 42(3): 100181-0. doi: 10.1016/j.actphy.2025.100181
14. [14]
  Hanyue ZHENG , Gongxuan LÜ . B-doping enhancing the quantum efficiency of photocatalytic water splitting over strontium titanate photocatalyst. Chinese Journal of Inorganic Chemistry, 2026, 42(9): 2008-2020. doi: 10.11862/CJIC.20260050
15. [15]
  Hui-Ying Chen , Hao-Lin Zhu , Pei-Qin Liao , Xiao-Ming Chen . Integration of Ru(Ⅱ)-Bipyridyl and Zinc(Ⅱ)-Porphyrin Moieties in a Metal-Organic Framework for Efficient Overall CO₂ Photoreduction. Acta Physico-Chimica Sinica, 2024, 40(4): 2306046-0. doi: 10.3866/PKU.WHXB202306046
16. [16]
  Binbin Liu , Yang Chen , Tianci Jia , Chen Chen , Zhanghao Wu , Yuhui Liu , Yuhang Zhai , Tianshu Ma , Changlei Wang . Hydroxyl-functionalized molecular engineering mitigates 2D phase barriers for efficient wide-bandgap and all-perovskite tandem solar cells. Acta Physico-Chimica Sinica, 2026, 42(1): 100128-0. doi: 10.1016/j.actphy.2025.100128
17. [17]
  Benhua Wang , Chaoyi Yao , Yiming Li , Qing Liu , Minhuan Lan , Guipeng Yu , Yiming Luo , Xiangzhi Song . 一种基于香豆素氟离子荧光探针的合成、表征及性能测试——“科研反哺教学”在有机化学综合实验教学中的探索与实践. University Chemistry, 2025, 40(6): 201-209. doi: 10.12461/PKU.DXHX202408070
18. [18]
  Tianyun Chen , Ruilin Xiao , Xinsheng Gu , Yunyi Shao , Qiujun Lu . Synthesis, Crystal Structure, and Mechanoluminescence Properties of Lanthanide-Based Organometallic Complexes. University Chemistry, 2024, 39(5): 363-370. doi: 10.3866/PKU.DXHX202312017
19. [19]
  Min WANG , Dehua XIN , Yaning SHI , Wenyao ZHU , Yuanqun ZHANG , Wei ZHANG . Construction and full-spectrum catalytic performance of multilevel Ag/Bi/nitrogen vacancy g-C₃N₄/Ti₃C₂T_x Schottky junction. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1123-1134. doi: 10.11862/CJIC.20230477
20. [20]
  Jiahui YU , Jixian DONG , Yutong ZHAO , Fuping ZHAO , Bo GE , Xipeng PU , Dafeng ZHANG . The morphology control and full-spectrum photodegradation tetracycline performance of microwave-hydrothermal synthesized BiVO₄:Yb³⁺,Er³⁺ photocatalyst. Journal of Fuel Chemistry and Technology, 2025, 53(3): 348-359. doi: 10.1016/S1872-5813(24)60514-1

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(942)
HTML views(59)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888

DownLoad: Full-Size Img PowerPoint

Return