Citation: Yun Xu YANG, Nai Xing WANG, Ya Lan XING, Wu Wei WANG, Jia ZHAO, Gui Xia WANG, Shi TANG. Synthesis of Racemic Bis[2-(6-fluoro-2-chromanyl)-2-hydroxyethyl]-amine Methanesulfonic Acid Salt Using Lithium Aluminum Amide as a Promoter in Regioselective Ring Opening of Epoxide[J]. Chinese Chemical Letters, ;2005, 16(12): 1577-1580. shu

Synthesis of Racemic Bis[2-(6-fluoro-2-chromanyl)-2-hydroxyethyl]-amine Methanesulfonic Acid Salt Using Lithium Aluminum Amide as a Promoter in Regioselective Ring Opening of Epoxide

1.
Technical Institute of Physics and Chemistry, C hinese Academy of Sciences, Beijing 100101;
2.
Beijing University of Chemical Technology, Beijing 100029

Received Date: 30 March 2005

Fund Project: We thank the National 863 Program (No.2003AA323030) and the National Natural Science Foundation of China (No.50272069 and No.20472090) for financial support.

Lithium aluminium amide [LiAl(NHR)₄]5 obtained by treating the primary amine 4 with UAIH₄ could promote the ring opening of epoxide 2 and led to high regioselective product of racemic bis[2-(6-fluoro-2-chromanyl)-2-hydroxyethyl]amine methanesulfonic acid salt 7.
- Epoxide,
- lithium aluminium amide,
- bis[2-(6-fluoro-2-chromanyl)-2-hydroxyethyl]-amine
1. [1]
  Jiayi Yang , Jianxiu Hao , Huacong Zhou , Quansheng Liu . “Gorgeous Transformation” of Carbon Dioxide into Cyclic Carbonates: Catalyst Types and Roles. University Chemistry, 2026, 41(2): 178-189. doi: 10.12461/PKU.DXHX202502105
2. [2]
  Cheng-Da Zhao , Huan Yao , Shi-Yao Li , Fangfang Du , Li-Li Wang , Liu-Pan Yang . Amide naphthotubes: Biomimetic macrocycles for selective molecular recognition. Chinese Chemical Letters, 2024, 35(4): 108879-. doi: 10.1016/j.cclet.2023.108879
3. [3]
  Jiaojiao Deng , Haocheng Li , Fei Zheng , Qingsong Weng , Yu Bai , Xiaoliang Yu , Qianlin Zhang , Qinghua Liang , Baohua Li . A “breathable” 3D lithium host with MnO₂ nanoflake array for long-lifespan anode-free lithium metal batteries. Chinese Chemical Letters, 2026, 37(3): 110681-. doi: 10.1016/j.cclet.2024.110681
4. [4]
  Xingang Kong , Yabei Su , Cuijuan Xing , Weijie Cheng , Jianfeng Huang , Lifeng Zhang , Haibo Ouyang , Qi Feng . Facile synthesis of porous TiO₂/SnO₂ nanocomposite as lithium ion battery anode with enhanced cycling stability via nanoconfinement effect. Chinese Chemical Letters, 2024, 35(11): 109428-. doi: 10.1016/j.cclet.2023.109428
5. [5]
  Xinlin Zhang , Cheng Tang , Haitao Li , Jie Sun , Aijun Du , Minghong Wu , Haijiao Zhang . Robust assembly of TiO₂ quantum dots onto Ti₃C₂T_x for excellent lithium storage capability. Chinese Chemical Letters, 2025, 36(6): 110088-. doi: 10.1016/j.cclet.2024.110088
6. [6]
  Guihuang Fang , Ying Liu , Yangyang Feng , Ying Pan , Hongwei Yang , Yongchuan Liu , Maoxiang Wu . Tuning the ion-dipole interactions between fluoro and carbonyl (EC) by electrolyte design for stable lithium metal batteries. Chinese Chemical Letters, 2025, 36(1): 110385-. doi: 10.1016/j.cclet.2024.110385
7. [7]
  Anqiu LIU , Long LIN , Dezhi ZHANG , Junyu LEI , Kefeng WANG , Wei ZHANG , Junpeng ZHUANG , Haijun HAO . Synthesis, structures, and catalytic activity of aluminum and zinc complexes chelated by 2-((2,6-dimethylphenyl)amino)ethanolate. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 791-798. doi: 10.11862/CJIC.20230424
8. [8]
  Kangmin Wang , Liqiu Wan , Jingyu Wang , Chunlin Zhou , Ke Yang , Liang Zhou , Bijin Li . Multifunctional 2-(2′-hydroxyphenyl)benzoxazoles: Ready synthesis, mechanochromism, fluorescence imaging, and OLEDs. Chinese Chemical Letters, 2024, 35(10): 109554-. doi: 10.1016/j.cclet.2024.109554
9. [9]
  Hui Li , Yanxing Qi , Jia Chen , Juanjuan Wang , Min Yang , Hongdeng Qiu . Synthesis of amine-pillar[5]arene porous adsorbent for adsorption of CO₂ and selectivity over N₂ and CH₄. Chinese Chemical Letters, 2024, 35(11): 109659-. doi: 10.1016/j.cclet.2024.109659
10. [10]
  Ruonan Yang , Jiajia Li , Dongmei Zhang , Xiuqi Zhang , Xia Li , Han Yu , Zhanhu Guo , Chuanxin Hou , Gang Lian , Feng Dang . Grain-refining Co_0.85Se@CNT cathode catalyst with promoted Li₂O₂ growth kinetics for lithium-oxygen batteries. Chinese Chemical Letters, 2024, 35(12): 109595-. doi: 10.1016/j.cclet.2024.109595
11. [11]
  Mianying Huang , Zhiguang Xu , Xiaoming Lin . Mechanistic analysis of Co2VO4/X (X = Ni, C) heterostructures as anode materials of lithium-ion batteries. Chinese Journal of Structural Chemistry, 2024, 43(7): 100309-100309. doi: 10.1016/j.cjsc.2024.100309
12. [12]
  Yue Wang , Wenli Hu , Binchao Shi , He Jia , Shilin Mei , Chang-Jiang Yao . Design of carbon@WS₂ host with graham condenser-like structure for tunable sulfur loading of lithium-sulfur batteries. Chinese Chemical Letters, 2025, 36(6): 110065-. doi: 10.1016/j.cclet.2024.110065
13. [13]
  Wenjie Ma , Yakun Tang , Yue Zhang , Lang Liu , Bin Tang , Dianzeng Jia , Yuliang Cao . Cation-disordered Li₂FeTiO₄ nanoparticles with multiple cation and anion redox for symmetric lithium-ion batteries. Chinese Chemical Letters, 2025, 36(9): 110346-. doi: 10.1016/j.cclet.2024.110346
14. [14]
  Ming Xu , Teng Deng , Chenzhaosha Li , Hongyang Zhao , Juan Wang , Yatao Liu , Jianan Wang , Guodong Feng , Na Li , Shujiang Ding , Kai Xi . Oxygen deficient Eu₂O₃₋_δ synchronizes the shielding and catalytic conversion of polysulfides toward high-performance lithium sulfur batteries. Chinese Chemical Letters, 2025, 36(10): 110372-. doi: 10.1016/j.cclet.2024.110372
15. [15]
  Jingjie Liu , Qilin Zhong , Yue Cao , Junhao Wang , Li Yang , Jichao Wang , Huijuan Han , Chen Li , Li Qu , Guangri Xu , Fujun Liu , Peng Yang . Tuning oriented mesocrystalline assembly of NiCo₂O₄ via substrate interface engineering for enhanced lithium storage stability. Chinese Chemical Letters, 2026, 37(1): 111660-. doi: 10.1016/j.cclet.2025.111660
16. [16]
  Fenglei Qiu , Xinting Zhang , Fengquan Liu , Linfeng Liang , Wenjing Wang , Kongzhao Su , Daqiang Yuan . Ultrastable sp2 carbon-conjugated porous organic cage for selective per-chlorate capture and fast lithium‑ion transport. Chinese Journal of Structural Chemistry, 2026, 45(3): 100843-100843. doi: 10.1016/j.cjsc.2025.100843
17. [17]
  Yaping Wang , Pengcheng Yuan , Zeyuan Xu , Xiong-Xiong Liu , Shengfa Feng , Mufan Cao , Chen Cao , Xiaoqiang Wang , Long Pan , Zheng-Ming Sun . Ti₃C₂T_x MXene in-situ transformed Li₂TiO₃ interface layer enabling 4.5 V-LiCoO₂/sulfide all-solid-state lithium batteries with superior rate capability and cyclability. Chinese Chemical Letters, 2024, 35(6): 108776-. doi: 10.1016/j.cclet.2023.108776
18. [18]
  Yuexiang Liu , Xiangqiao Yang , Tong Lin , Guantian Yang , Xiaoyong Xu , Bubing Zeng , Zhong Li , Weiping Zhu , Xuhong Qian . Efficient continuous synthesis of 2-[3-(trifluoromethyl)phenyl]malonic acid, a key intermediate of Triflumezopyrim, coupling with esterification-condensation-hydrolysis. Chinese Chemical Letters, 2025, 36(1): 109747-. doi: 10.1016/j.cclet.2024.109747
19. [19]
  Weichen WANG , Chunhua GONG , Junyong ZHANG , Yanfeng BI , Hao XU , Jingli XIE . Construction of two metal-organic frameworks by rigid bis(triazole) and carboxylate mixed-ligands and their catalytic properties for CO₂ cycloaddition reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1377-1386. doi: 10.11862/CJIC.20230415
20. [20]
  Yanfen PENG , Xinyue WANG , Tianbao LIU , Xiaoshuo WU , Yujing WEI . Syntheses and luminescence of four Cd(Ⅱ)/Zn(Ⅱ) complexes constructed by 1,3‐bis(4H‐1,2,4‐triazole)benzene. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1416-1426. doi: 10.11862/CJIC.20250018

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(1546)
HTML views(62)

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