Citation: Song Pan, Wang Chaoyu, Wang Peng, Liu Xiaoyan, Xu Kuoxi. Synthesis and Chiral Detecting of Tartrate Fluorescence Sensors Based on Acridine[J]. Chinese Journal of Organic Chemistry, ;2016, 36(4): 782-786. doi: 10.6023/cjoc201511009 shu

Synthesis and Chiral Detecting of Tartrate Fluorescence Sensors Based on Acridine

Song Pan ^a ,
Wang Chaoyu ^a ,
Wang Peng ^a ,
Liu Xiaoyan ^a ,
Xu Kuoxi ^a,b,,

a.
a. Institute of Fine Chemical and Engineering, Henan University, Kaifeng 475004;
b.
b. Institute of Environmental and Analytical Sciences, Henan University, Kaifeng 475004

Corresponding author: Xu Kuoxi,
Received Date: 4 November 2015
Available Online: 4 December 2015
Fund Project: 国家自然科学基金(No.U1404207) (No.U1404207)河南省科技创新团队(No.15IRTSTHN005)资助项目. (No.15IRTSTHN005)

Three chiral fluorescence chemosensors L-1, D-1 and L-2 based on acridine were synthesized. The structures of these compounds were characterized by IR, NMR and MS. The chiral recognition property of such sensors was studied by UV-vis and fluorescence titration. The results demonstrate that the sensors L-1 and D-1 exhibit a good enantioselectivity recognition ability toward tartrate and formed 1∶1 complex.
- acridine,
- chiral,
- fluorescence,
- chemosensor,
- tartrate
1. [1]
  [1] Taner, D. Pure Appl. Chem. 1993, 65, 1319.
2. [2]
  [2] Bernthsen, A. Justus, L. Ann. Chem. 1878, 191, 1
3. [3]
  [3] Serroni, S.; Campagna, S. Puntoriero, F.; Cinzia, Di P.; McClenaghan, N. D.; Loiseau, F. Chem. Soc. Rev. 2001, 30, 367.
4. [4]
  [4] Demonchaux, P.; Laayoun, A.; Demeunynck, M.; Lhomme, J. Tetrahadron 1989, 45, 55.
5. [5]
  [5] Bastianelli, C.; Caia, V.; Cumg., Gallo, R.; Mancini, V. ChemInform 1991, 22, 679.
6. [6]
  [6] Rbbertson, R. N. Aust. J. Sci. 1945, 7, 112.
7. [7]
  [7] Cholewinski, G.; Dzierzbicka, K.; Kolodziejayk, A. M. Pharmacol. Rep. 2011, 63, 305.
8. [8]
  [8] Michael, P. D. Asymmetric Catalysis, University of Arizona, New York, 1997, pp. 13.
9. [9]
  [9] Sareen, D.; Kaur, P.; Singh, K. Coord. Chem. Rev. 2014, 265, 125.
10. [10]
  [10] Jiang, X. J.; Fu, Y.; Xu, L. H.; Lu, H. L.; Zang, S. Q.; Tang, M. S.; Mak, T. C. W. Sens. Actuators B 2014, 202, 388.
11. [11]
  [11] Yin, C.; Huo, F.; Zhang, J.; Martínez-Máñez, R.; Yang, Y.; Lv, H.; Li, S. Chem. Soc. Rev. 2013, 42, 6032.
12. [12]
  [12] Xu, K.-X.; Kong, H.-J.; Li, P.; Yang, L.; Zhang, J.-L.; Wang, C.-J. New J. Chem. 2014, 38, 1004.
13. [13]
  [13] Li, Q.; Xu, K.-X.; Song, P.; Dai, Y.-P.; Yang, L.; Pang, X.-B. Dyes Pigm. 2014, 109, 169.
14. [14]
  [14] Xu, K.-X.; Kong, H.-J.; Li, Q.; Song, P.; Dai, Y.-P.; Yang, L. Spectrochim. Acta, Part A 2015, 137, 957
15. [15]
  [15] Cheng, P.-F.; Jiao, S.-Y.; Xu, K.-X.; Wang, C.-J. J. Org. Chem. 2013, 33, 280 (in Chinese). (程鹏飞, 焦书燕, 徐括喜, 王超杰, 有机化学, 2013, 33, 280.)
16. [16]
  [16] Yang, L.; Xu, K.-X.; Wang, C.-J.; Wang, C.-J. J. Org. Chem. 2013, 33, 2496 (in Chinese). (杨丽, 徐括喜, 王晨娟, 王超杰, 有机化学, 2013, 33, 2496.)
17. [17]
  [17] Xu, K.-X.; Xie, X.-M.; Kong, H.-J.; Li, P.; Zhang, J.-L.; Pang, X.-B. Sens. Actuators, B 2014, 201 131.
18. [18]
  [18] Jian, J.-Y.; Yan, B.-R.; Pan, D.-W.; Tan, Z.; Lü, X.-Y.; Du, H.; Bao, X.-P. J. Org. Chem. 2015, 35, 1069 (in Chinese). (蹇军友, 闫柏任, 潘顶伍, 谭赞, 吕新阳, 杜欢, 鲍小平, 有机化学, 2015, 35, 1069.)
19. [19]
  [19] Chiron, J.; Galy, J. P. ChemInform 2004, 14, 2349.
20. [20]
  [20] Ebner, C.; Pfaltz, A. Tetrahedron 2011, 67, 10287.
1. [1]
  Keying Qu , Jie Li , Ziqiu Lai , Kai Chen . Unveiling the Mystery of Chirality from Tartaric Acid. University Chemistry, 2024, 39(9): 369-378. doi: 10.12461/PKU.DXHX202310091
2. [2]
  Feng Lu , Tao Wang , Qi Wang . Preparation and Characterization of Water-Soluble Silver Nanoclusters: A New Design and Teaching Practice in Materials Chemistry Experiment. University Chemistry, 2025, 40(4): 375-381. doi: 10.12461/PKU.DXHX202406005
3. [3]
  Dongheng WANG , Si LI , Shuangquan ZANG . Construction of chiral alkynyl silver chains and modulation of chiral optical properties. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 131-140. doi: 10.11862/CJIC.20240379
4. [4]
  Ke QIAO , Yanlin LI , Shengli HUANG , Guoyu YANG . Advancements in asymmetric catalysis employing chiral iridium (ruthenium) complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2091-2104. doi: 10.11862/CJIC.20240265
5. [5]
  Qin Li , Kexin Yang , Qinglin Yang , Xiangjin Zhu , Xiaole Han , Tao Huang . Illuminating Chlorophyll: Innovative Chemistry Popularization Experiment. University Chemistry, 2024, 39(9): 359-368. doi: 10.3866/PKU.DXHX202309059
6. [6]
  Xiao SANG , Qi LIU , Jianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158
7. [7]
  YanYuan Jia , Rong Rong , Jie Liu , Jing Guo , GuoYu Jiang , Shuo Guo . Unity is Strength, and Independence Shines: A Science Popularization Experiment on AIE and ACQ Effects. University Chemistry, 2024, 39(9): 349-358. doi: 10.12461/PKU.DXHX202402035
8. [8]
  Zehua Zhang , Haitao Yu , Yanyu Qi . 多重共振TADF分子的设计策略. Acta Physico-Chimica Sinica, 2025, 41(1): 2309042-. doi: 10.3866/PKU.WHXB202309042
9. [9]
  Chen LU , Qinlong HONG , Haixia ZHANG , Jian ZHANG . Syntheses, structures, and properties of copper-iodine cluster-based boron imidazolate framework materials. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 149-154. doi: 10.11862/CJIC.20240407
10. [10]
  Lanjun Cheng , Xinyuan Wang , Jie An , Xiang Wu , Chengfeng Zhu , Yanming Fu , Yougui Li . Improvement of the Resolution Experiment of Racemic Tartaric Acid. University Chemistry, 2025, 40(7): 277-285. doi: 10.12461/PKU.DXHX202408010
11. [11]
  Ruiying WANG , Hui WANG , Fenglan CHAI , Zhinan ZUO , Benlai WU . Three-dimensional homochiral Eu(Ⅲ) coordination polymer and its amino acid configuration recognition. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 877-884. doi: 10.11862/CJIC.20250052
12. [12]
  Tingyu Zhu , Hui Zhang , Wenwei Zhang . Exploration and Practice of Ideological and Political Education in the Course of Experiments on Chemical Functional Molecules: Synthesis and Catalytic Performance Study of Chiral Mn(III)Cl-Salen Complex. University Chemistry, 2024, 39(4): 75-80. doi: 10.3866/PKU.DXHX202311011
13. [13]
  Yan Li , Xinze Wang , Xue Yao , Shouyun Yu . 基于激发态手性铜催化的烯烃E→Z异构的动力学拆分——推荐一个本科生综合化学实验. University Chemistry, 2024, 39(5): 1-10. doi: 10.3866/PKU.DXHX202309053
14. [14]
  Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
15. [15]
  Qiuting Zhang , Fan Wu , Jin Liu , Zian Lin . Chromatographic Stationary Phase and Chiral Separation Using Frame Materials. University Chemistry, 2025, 40(4): 291-298. doi: 10.12461/PKU.DXHX202405174
16. [16]
  Runjie Li , Hang Liu , Xisheng Wang , Wanqun Zhang , Wanqun Hu , Kaiping Yang , Qiang Zhou , Si Liu , Pingping Zhu , Wei Shao . 氨基酸的衍生及手性气相色谱分离创新实验. University Chemistry, 2025, 40(6): 286-295. doi: 10.12461/PKU.DXHX202407059
17. [17]
  Jiarong Feng , Yejie Duan , Chu Chu , Dezhen Xie , Qiu'e Cao , Peng Liu . Preparation and Application of a Streptomycin Molecularly Imprinted Electrochemical Sensor: A Suggested Comprehensive Analytical Chemical Experiment. University Chemistry, 2024, 39(8): 295-305. doi: 10.3866/PKU.DXHX202401016
18. [18]
  Jun LUO , Baoshu LIU , Yunchang ZHANG , Bingkai WANG , Beibei GUO , Lan SHE , Tianheng CHEN . Europium(Ⅲ) metal-organic framework as a fluorescent probe for selectively and sensitively sensing Pb²⁺ in aqueous solution. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2438-2444. doi: 10.11862/CJIC.20240240
19. [19]
  Meiqing Yang , Lu Wang , Haozi Lu , Yaocheng Yang , Song Liu . Recent Advances of Functional Nanomaterials for Screen-Printed Photoelectrochemical Biosensors. Acta Physico-Chimica Sinica, 2025, 41(2): 100018-. doi: 10.3866/PKU.WHXB202310046
20. [20]
  Renxiao Liang , Zhe Zhong , Zhangling Jin , Lijuan Shi , Yixia Jia . A Palladium/Chiral Phosphoric Acid Relay Catalysis for the One-Pot Three-Step Synthesis of Chiral Tetrahydroquinoline. University Chemistry, 2024, 39(5): 209-217. doi: 10.3866/PKU.DXHX202311024

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(864)
HTML views(102)

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