Citation: Xing Liuzhuang, Hou Yadong, Xing Xuejian, Hui Yonghai. MCM-41@Schiff Base-Mn(OAc)₂ Catalyzed Synthesis of Xanthene Derivatives in Water[J]. Chinese Journal of Organic Chemistry, ;2018, 38(4): 912-918. doi: 10.6023/cjoc201708057 shu

MCM-41@Schiff Base-Mn(OAc)₂ Catalyzed Synthesis of Xanthene Derivatives in Water

a.
Key Laboratory of Oil & Gas Fine Chemicals, Ministry of Education & Xinjiang Uyghur Autonomous Region, College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046
b.
School of Chemistry and Chemistry Engineering, Lingnan Normal University, Zhanjiang 524048

Corresponding author: Hui Yonghai, hyhai97@126.com
Received Date: 29 August 2017
Revised Date: 21 November 2017
Available Online: 1 April 2017
Fund Project: the National Natural Science Foundation of China 21362036the National Natural Science Foundation of China 21161026Project supported by the National Natural Science Foundation of China (Nos. 21362036, 21161026)

Figures(2)

MCM-41@Schiff base-Mn(OAc)₂, a heterogeneous catalyst, was used for one pot synthesis of xanthene derivatives in water with aldehydes, 5, 5-dimethyl-1, 3-cyclohexanedione and 2-naphthol. This method exhibited some advantages including excellent yields, environmentally benign and good functional group tolerance, and the catalytic system presented some features of the less amount of catalyst and excellent reusability by experiment.
- MCM-41,
- aqueous phase,
- xanthene,
- heterogeneous catalyst
1. [1]
  Poupelin, J. P.; Saint-Rut, G.; Fussard-Blanpin, O.; Narcisse, G.; Uchida-Ernouf, G.; Lakroix, R. J. Med. Chem. 1978, 13, 67.
2. [2]
  El-Brashy, M. A.; Metwally, M. E.; El-Sepai, F. A. Farmaco 2004, 59, 809. doi: 10.1016/j.farmac.2004.07.001
3. [3]
  Madhav, J. V.; Reddy, Y. T.; Reddy, P. N.; Reddy, M. N.; Kuarm, S.; Crooks, P. A.; Rajitha, B. J. Mol. Catal. A 2009, 304, 85. doi: 10.1016/j.molcata.2009.01.028
4. [4]
  Adachi, K.; Watanabe, K.; Yamazaki, S. Ind. Eng. Chem. Res. 2014, 53, 13046. doi: 10.1021/ie5018817
5. [5]
  Klimtchuk, E.; Rodgers, M. A. J.; Neckers, D. C. J. Phys. Chem. 1992, 96, 9817. doi: 10.1021/j100203a044
6. [6]
  (a) Niu, G.-L.; Liu, W. M.-B.; Zhou, J.; Xiao, H.-Y.; Wu, J.-S.; Ge, J.-C.; Wang, P.-F. J. Org. Chem. 2016, 81, 7393.
  (b) Kamino, S.; Murakami, M.; Tanioka, M.; Shirasaki, Y.; Watanabe, K.; Horigome, J.; Ooyama, Y.; Enomoto, S. Org. Lett. 2014, 16, 258.
  (c) Katori, A.; Azuma, E.; Ishimura, H.; Kuramochi, K.; Tsubaki, K. J. Org. Chem. 2015, 80, 4603.
7. [7]
8. [8]
9. [9]
  Tabatabaeian, K.; Khorshidi, A.; Mamaghani, M.; Dadashi, A.; Jalali, M. K. Can. J. Chem. 2011, 89, 623. doi: 10.1139/v11-042
10. [10]
  L, C.-J. Organic Reactions in Aqueous Media, Ed.:Chan, T. H., Wiley-Interscience, Hoboken, 1997, p. 216.
11. [11]
12. [12]
  Ostafin, A.; Landefester, K. Boston:Artech House 2009, 1, 78.
13. [13]
  (a) An, J.-H.; Cheng, T.-Y.; Xiong, X.; Wu, L.; Han, B.; Liu, G.-H. Catal. Sci. Technol. 2016, 6, 5714.
  (b) Chermahini, A. N.; Azadi, M.; Tafakori, E.; Teimouri, A.; Sabzalian, M. J. Porous Mater. 2016, 23, 441.
  (c) Wang, S.-S.; He, J.; An, Z. Chem. Commun. 2017, 53, 8882.
14. [14]
15. [15]
  (a) Peter, C.; Derible, A.; Parmentier, J.; Drian, C.-L.; Becht, J.-M. New J. Chem. 2017, 41, 4931.
  (b) Khanmoradi, M.; Nikoorazm, M. Catal. Lett. 2017, 147, 1114.
16. [16]
  Biradar, A.-V.; Patil, V.-S.; Chandra, P.; Doke, D.-S.; Asefa, T. Chem. Commun. 2015, 51, 8496. doi: 10.1039/C5CC01694K
17. [17]
  Anastas, P. T. Green Chemistry:Theory and Practice, Ed.:Warner, J. C., Oxford University Press, New York, 2000, pp. 19758~19771.
18. [18]
  Zhang, Q.; Su, H.; Luo, J.; Wei, Y.-Y. Green Chem. 2012, 14, 201. doi: 10.1039/C1GC16031A
19. [19]
  Fatma, S.; Singh, P. K.; Ankit, P. Tetrahedron Lett. 2013, 54, 6732. doi: 10.1016/j.tetlet.2013.09.125
20. [20]
  Shaterian, H. R.; Mohammadnia, M. Res. Chem. Intermed. 2012, 39, 4221.
21. [21]
  Taghavi, F.; Gholizadeh, M.; Saljooghi, A. S.; Ramezani, M. RSC Adv. 2016, 6, 87082. doi: 10.1039/C6RA17607K
22. [22]
  Rama, V.; Kanagaraj, K.; Pitchumani, K. Tetrahedron Lett. 2012, 53, 1018. doi: 10.1016/j.tetlet.2011.10.143
23. [23]
  Li, J.-J.; Tang, W.-Y.; Lu, L.-M.; Su, W.-K. Tetrahedron Lett. 2008, 49, 7117. doi: 10.1016/j.tetlet.2008.09.129
24. [24]
  Wang, H.-J.; Ren, X.-Q.; Zhang, Y.-Y.; Zhang, Z.-H. J. Braz. Chem. Soc. 2009, 20, 1939. doi: 10.1590/S0103-50532009001000025
25. [25]
  Nandi, G. C.; Samai, S.; Kumar, R.; Singh, M. S. Tetrahedron 2009, 65, 7129. doi: 10.1016/j.tet.2009.06.024
26. [26]
  Fu, Y.-H.; Shi, H.-L.; Zhou, G.-P.; Hui, Y.-H.; Xie, Z.-F. Chin. J. Appl. Chem. 2015, 32, 1260
1. [1]
  Ning LI , Siyu DU , Xueyi WANG , Hui YANG , Tao ZHOU , Zhimin GUAN , Peng FEI , Hongfang MA , Shang JIANG . Preparation and efficient catalysis for olefins epoxidation of a polyoxovanadate-based hybrid. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 799-808. doi: 10.11862/CJIC.20230372
2. [2]
  Qingqing SHEN , Xiangbowen DU , Kaicheng QIAN , Zhikang JIN , Zheng FANG , Tong WEI , Renhong LI . Self-supporting Cu/α-FeOOH/foam nickel composite catalyst for efficient hydrogen production by coupling methanol oxidation and water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1953-1964. doi: 10.11862/CJIC.20240028
3. [3]
  Yang WANG , Xiaoqin ZHENG , Yang LIU , Kai ZHANG , Jiahui KOU , Linbing SUN . Mn single-atom catalysts based on confined space: Fabrication and the electrocatalytic oxygen evolution reaction performance. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2175-2185. doi: 10.11862/CJIC.20240165
4. [4]
  Xi YANG , Chunxiang CHANG , Yingpeng XIE , Yang LI , Yuhui CHEN , Borao WANG , Ludong YI , Zhonghao HAN . Co-catalyst Ni₃N supported Al-doped SrTiO₃: Synthesis and application to hydrogen evolution from photocatalytic water splitting. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 440-452. doi: 10.11862/CJIC.20240371
5. [5]
  Hailang JIA , Hongcheng LI , Pengcheng JI , Yang TENG , Mingyun GUAN . Preparation and performance of N-doped carbon nanotubes composite Co₃O₄ as oxygen reduction reaction electrocatalysts. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 693-700. doi: 10.11862/CJIC.20230402
6. [6]
  Honghong Zhang , Zhen Wei , Derek Hao , Lin Jing , Yuxi Liu , Hongxing Dai , Weiqin Wei , Jiguang Deng . Recent advances in synergistic catalytic valorization of CO₂ and hydrocarbons by heterogeneous catalysis. Acta Physico-Chimica Sinica, 2025, 41(7): 100073-. doi: 10.1016/j.actphy.2025.100073
7. [7]
  Xin Han , Zhihao Cheng , Jinfeng Zhang , Jie Liu , Cheng Zhong , Wenbin Hu . Design of Amorphous High-Entropy FeCoCrMnBS (Oxy) Hydroxides for Boosting Oxygen Evolution Reaction. Acta Physico-Chimica Sinica, 2025, 41(4): 100033-. doi: 10.3866/PKU.WHXB202404023
8. [8]
  Fangxuan Liu , Ziyan Liu , Guowei Zhou , Tingting Gao , Wenyu Liu , Bin Sun . Hollow structured photocatalysts. Acta Physico-Chimica Sinica, 2025, 41(7): 100071-. doi: 10.1016/j.actphy.2025.100071
9. [9]
  Yuchen Zhou , Huanmin Liu , Hongxing Li , Xinyu Song , Yonghua Tang , Peng Zhou . Designing thermodynamically stable noble metal single-atom photocatalysts for highly efficient non-oxidative conversion of ethanol into high-purity hydrogen and value-added acetaldehyde. Acta Physico-Chimica Sinica, 2025, 41(6): 100067-. doi: 10.1016/j.actphy.2025.100067
10. [10]
  Zhiwen HU , Weixia DONG , Qifu BAO , Ping LI . Low-temperature synthesis of tetragonal BaTiO₃ for piezocatalysis. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 857-866. doi: 10.11862/CJIC.20230462
11. [11]
  Wenlong LI , Xinyu JIA , Jie LING , Mengdan MA , Anning ZHOU . Photothermal catalytic CO₂ hydrogenation over a Mg-doped In₂O_3-x catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 919-929. doi: 10.11862/CJIC.20230421
12. [12]
  Kun WANG , Wenrui LIU , Peng JIANG , Yuhang SONG , Lihua CHEN , Zhao DENG . Hierarchical hollow structured BiOBr-Pt catalysts for photocatalytic CO₂ reduction. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1270-1278. doi: 10.11862/CJIC.20240037
13. [13]
  Xuejie Wang , Guoqing Cui , Congkai Wang , Yang Yang , Guiyuan Jiang , Chunming Xu . 碳基催化剂催化有机液体氢载体脱氢研究进展. Acta Physico-Chimica Sinica, 2025, 41(5): 100044-. doi: 10.1016/j.actphy.2024.100044
14. [14]
  Kai CHEN , Fengshun WU , Shun XIAO , Jinbao ZHANG , Lihua ZHU . PtRu/nitrogen-doped carbon for electrocatalytic methanol oxidation and hydrogen evolution by water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1357-1367. doi: 10.11862/CJIC.20230350
15. [15]
  Juntao Yan , Liang Wei . 2D S-Scheme Heterojunction Photocatalyst. Acta Physico-Chimica Sinica, 2024, 40(10): 2312024-. doi: 10.3866/PKU.WHXB202312024
16. [16]
  Yuanyin Cui , Jinfeng Zhang , Hailiang Chu , Lixian Sun , Kai Dai . Rational Design of Bismuth Based Photocatalysts for Solar Energy Conversion. Acta Physico-Chimica Sinica, 2024, 40(12): 2405016-. doi: 10.3866/PKU.WHXB202405016
17. [17]
  Dan Li , Hui Xin , Xiaofeng Yi . Comprehensive Experimental Design on Ni-based Catalyst for Biofuel Production. University Chemistry, 2024, 39(8): 204-211. doi: 10.3866/PKU.DXHX202312046
18. [18]
  Haodong JIN , Qingqing LIU , Chaoyang SHI , Danyang WEI , Jie YU , Xuhui XU , Mingli XU . NiCu/ZnO heterostructure photothermal electrocatalyst for efficient hydrogen evolution reaction. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1068-1082. doi: 10.11862/CJIC.20250048
19. [19]
  Chi Li , Jichao Wan , Qiyu Long , Hui Lv , Ying Xiong . N-Heterocyclic Carbene (NHC)-Catalyzed Amidation of Aldehydes with Nitroso Compounds. University Chemistry, 2024, 39(5): 388-395. doi: 10.3866/PKU.DXHX202312016
20. [20]
  Yufang GAO , Nan HOU , Yaning LIANG , Ning LI , Yanting ZHANG , Zelong LI , Xiaofeng LI . Nano-thin layer MCM-22 zeolite: Synthesis and catalytic properties of trimethylbenzene isomerization reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1079-1087. doi: 10.11862/CJIC.20240036

Get Citation

PDF

XML

Metrics

PDF Downloads(7)
Abstract views(967)
HTML views(145)

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

MCM-41@Schiff Base-Mn(OAc)2 Catalyzed Synthesis of Xanthene Derivatives in Water

Metrics

通讯作者: 陈斌, bchen63@163.com

MCM-41@Schiff Base-Mn(OAc)₂ Catalyzed Synthesis of Xanthene Derivatives in Water