Citation: Hossein Eshghi, Ali Javid, Amir Khojastehnezhad, Farid Moeinpour, Fatemeh F. Bamoharram d, Mehdi Bakavoli, Masoud Mirzaei. Preyssler heteropolyacid supported on silica coated NiFe₂O₄ nanoparticles for the catalytic synthesis of bis(dihydropyrimidinone)benzene and 3,4-dihydropyrimidin-2(1H)-ones[J]. Chinese Journal of Catalysis, ;2015, 36(3): 299-307. doi: 10.1016/S1872-2067(14)60265-5 shu

Preyssler heteropolyacid supported on silica coated NiFe₂O₄ nanoparticles for the catalytic synthesis of bis(dihydropyrimidinone)benzene and 3,4-dihydropyrimidin-2(1H)-ones

1.
a Department of Chemistry, Faculty of Sciences, Ferdowsi University of Mashhad, Mashhad, Iran;

Corresponding author: Ali Javid, Amir Khojastehnezhad,
Received Date: 19 October 2014
Available Online: 12 December 2014

A novel magnetic acidic catalyst comprising Preyssler (H₁₄[NaP₅W₃₀O₁₁₀]) heteropoly acid supported on silica coated nickel ferrite nanoparticles (NiFe₂O₄@SiO₂) was prepared. The catalyst was characterized by Fourier transform infrared, scanning electron microscopy, transmission electron microscopy, X-ray diffraction, energy dispersive spectrum, VSM and particle size neasurement. Its catalytic activity was investigated for the synthesis of bis(dihydropyrimidinone)benzene and 3,4-dihydropyrimidin-2(1H)-ones derivatives by the Biginelli reaction. With the catalyst, the reactions occurred in less than 1 h with good to excel-lent yields. More importantly, the catalyst was easily separated from the reaction mixture by an external magnet and reused at least five times without degradation in the activity.
- Preyssler,
- Nickel ferrite nanoparticles,
- Magnetically green catalyst,
- Bis(dihydropyrimidinone)benzene,
- 3,4-Dihydropyrimidin-2(1H)-ones
1. [1]
  [1] Saiyed Z M, Telang S D, Ramchand C N. BioMagn Res Technol, 2003, 1: 2
2. [2]
  [2] Sahoo S K, Labhasetwar V. Drug Discovery Today, 2003, 8: 1112
3. [3]
  [3] Polshettiwar V, Luque R, Fihri A, Zhu H, Bouhrara M, Basset J M. Chem Rev, 2011, 111: 3036
4. [4]
  [4] Li P H, Wang L, Zhang L, Wang G W. Adv Synth Catal, 2012, 354: 1307
5. [5]
  [5] Wittmann S, Schätz A, Grass R N, Stark W J, Reiser O. Angew Chem Int Ed, 2010, 49: 1867
6. [6]
  [6] Kaboudin B, Mostafalu R, Yokomatsu T. Green Chem, 2013, 15: 2266
7. [7]
  [7] Wang Y H, Lee J K. J Mol Catal A, 2007, 263: 163
8. [8]
  [8] Rossi L M, Silva F P, Vono L L R, Kiyohara P K, Duarte E L, Itri R, Landers R, Machado G. Green Chem, 2007, 9: 379
9. [9]
  [9] Yi D K, Lee S S, Ying J Y. Chem Mater, 2006, 18: 2459
10. [10]
  [10] Polshettiwar V, Varma R S. Org Biomol Chem, 2009, 7: 37
11. [11]
  [11] Aschwanden L, Panella B, Rossbach P, Keller B, Baiker A. ChemCatChem, 2009, 1: 111
12. [12]
  [12] Oliveira R L, Kiyohara P K, Rossi L M. Green Chem, 2010, 12: 144
13. [13]
  [13] Karimi B, Farhangi E. Chem Eur J, 2011, 17: 6056
14. [14]
  [14] Schätz A, Grass R N, Stark W J, Reiser O. Chem Eur J, 2008, 14: 8262
15. [15]
  [15] Tucker-Schwartz A K, Garrell R L. Chem Eur J, 2010, 16: 12718
16. [16]
  [16] Karimi B, Farhangi E. Adv Synth Catal, 2013, 355: 508
17. [17]
  [17] Rostamnia S, Lamei K, Mohammadquli M, Sheykhan M, Heydari A. Tetrahedron Lett, 2012, 53: 5257
18. [18]
  [18] Sheykhan M, Mohammadnejad H, Akbari J, Heydari A. Tetrahedron Lett, 2012, 53: 2959
19. [19]
  [19] Mamani L, Heydari A, Sheykhan M. Appl Catal A, 2010, 384: 122
20. [20]
  [20] Wang S G, Zhang Z H, Liu B, Li J L. Catal Sci Technol, 2013, 3: 2104
21. [21]
  [21] Rafiee E, Eavani S. Green Chem, 2011, 13: 2116
22. [22]
  [22] Rafiee E, Eavani S. J Mol Catal A, 2013, 373: 30
23. [23]
  [23] Rafiee E, Eavani S, Khodayari M. Chin J Catal (催化学报), 2013, 34: 1513
24. [24]
  [24] Chaudhuri A, Mandal M, Mandal K. J Alloys Compd, 2009, 487: 698
25. [25]
  [25] Köseoğlu Y, Baykal A, Toprak M S, Gözüak F, Başaran A C, Aktaş B. J Alloys Compd, 2008, 462: 209
26. [26]
  [26] Hou X Y, Feng J, Xu X D, Zhang M L. J Alloys Compd, 2010, 491: 258
27. [27]
  [27] Goldman A. Modern Ferrite Technology. New York: Van Nostrand Reinhold, 1990
28. [28]
  [28] Hekmatshoar R, Sadjadi S, Shiri S, Heravi M M, Beheshtiha Y S. Synth Commun, 2009, 39: 2549
29. [29]
  [29] Hafizi A, Ahmadpour A, Heravi M M, Bamoharram F F. Pet Sci Technol, 2014, 32: 1022
30. [30]
  [30] Wu S S, Liu P, Leng Y, Wang J. Catal Lett, 2009, 132: 500
31. [31]
  [31] Javid A, Khojastehnezhad A, Heravi M M, Bamoharram F F. Syn React Inorg Met Org, 2012, 42: 14
32. [32]
  [32] Hafizi A, Ahmadpour A, Heravi M M, Bamoharram F F, Khosroshahi M. Chin J Catal (催化学报), 2012, 33: 494
33. [33]
  [33] Bamoharram F F, Heravi M M, Ebrahimi J, Ahmadpour A, Zebarjad M. Chin J Catal (催化学报), 2011, 32: 782
34. [34]
  [34] Madhusudhan Rao P, Wolfson A, Kababya S, Vega S, Landau M V. J Catal, 2005, 232: 210
35. [35]
  [35] Ghiaci M, Zarghani M, Khojastehnezhad A, Moeinpour F. RSC Adv, 2014, 4: 15496
36. [36]
  [36] Ghiaci M, Zarghani M, Moeinpour F, Khojastehnezhad A. Appl Organomet Chem, 2014, 28: 589
37. [37]
  [37] Davoodnia A, Khojastehnezhad A, Tavakoli-Hoseini N. Bull Korean Chem Soc, 2011, 32: 2243
38. [38]
  [38] Khojastehnezhad A, Moeinpour F, Davoodnia A. Chin Chem Lett, 2011, 22: 807
39. [39]
  [39] Khojastehnezhad A, Rahimizadeh M, Eshghi H, Moeinpour F, Bakavoli M. Chin J Catal (催化学报), 2014, 35: 376
40. [40]
  [40] Eshghi H, Khojastehnezhad A, Moeinpour F, Bakavoli M, Seyadi S M, Abbasi M. RSC Adv, 2014, 4: 39782
41. [41]
  [41] Khojastehnezhad A, Rahimizadeh M, Moeinpour F, Eshghi H, Bakavoli M. Compt R C, 2014, 17: 459
42. [42]
  [42] Gharib A, Jahangir M, Scheeren J W. Polish J Chem Technol, 2011, 13(2): 11
43. [43]
  [43] Hamadi H, Kootia M, Afshari M, Ghiasifar Z, Adibpour N. J Mol Catal A, 2013, 373: 25
44. [44]
  [44] Vivekanandhan S, Venkateswarlu M, Carnahan D, Misra M, Mohanty A K, Satyanarayana N. Ceramics Int, 2013, 39: 4105
45. [45]
  [45] Wang H X, Zhang W, Zhang F L, Cao Y, Su W H. J Magn Magn Mater, 2008, 320: 1916
46. [46]
  [46] Tu S J, Zhu X T, Fang F, Zhang X J, Zhu S L, Li T J, Shi D Q, Wang X S, Ji S J. Chin J Chem, 2005, 23: 596
47. [47]
  [47] Azizian J, Mohammadi M K, Firuzi O, Mirza B, Miri R. Chem Biol Drug Des, 2010, 75: 375
48. [48]
  [48] Zeinali-Dastmalbaf M, Davoodnia A, Heravi M M, Tavakoli-Hoseini N, Khojastehnezhad A, Zamani H A. Bull Korean Chem Soc, 2011, 32: 656
49. [49]
  [49] Niknam Kh, Daneshvar N. Heterocycles, 2007, 71: 373
50. [50]
  [50] Niknam Kh, Ali Zolfigol M, Hossieninejad Z, Daneshvar N. Chin J Catal (催化学报), 2007, 28: 591
51. [51]
  [51] Hasaninejad A, Zare A, Jafari F, Moosavi-Zare A R. E-J Chem, 2009, 6: 459
52. [52]
  [52] Tajbakhsh M, Ranjbar Y, Masuodi A, Khaksar S. Chin J Catal (催化学报), 2012, 33: 1542
1. [1]
  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
2. [2]
  Wen-Tao Ouyang , Jun Jiang , Yan-Fang Jiang , Ting Li , Yuan-Yuan Liu , Hong-Tao Ji , Li-Juan Ou , Wei-Min He . Sono-photocatalytic amination of quinoxalin-2(1H)-ones with aliphatic amines. Chinese Chemical Letters, 2024, 35(10): 110038-. doi: 10.1016/j.cclet.2024.110038
3. [3]
  Qiong-Hui Peng , Ning-Bo Li , Jia-Cheng Hou , Cai-Jun He , Ya-Xin Yang , Chun-Lin Zhuang , Li-Juan Ou , Mei Yuan , Wei-Min He . Nd@g-C₃N₄ dual-functional photosynthesis and antitumor activities of 3-fluoroalkylated quinoxalin-2(1H)-ones. Chinese Chemical Letters, 2025, 36(12): 111402-. doi: 10.1016/j.cclet.2025.111402
4. [4]
  Xiao-Ming Chen , Lianhui Song , Jun Pan , Fei Zeng , Yi Xie , Wei Wei , Dong Yi . Visible-light-induced four-component difunctionalization of alkenes to construct phosphorodithioate-containing quinoxalin-2(1H)-ones. Chinese Chemical Letters, 2024, 35(11): 110112-. doi: 10.1016/j.cclet.2024.110112
5. [5]
  Qiang Feng , Jindong Hao , Ya Hu , Rong Fu , Wei Wei , Dong Yi . Photocatalytic multi-component synthesis of ester-containing quinoxalin-2(1H)-ones using water as the hydrogen donor. Chinese Chemical Letters, 2025, 36(6): 110582-. doi: 10.1016/j.cclet.2024.110582
6. [6]
  Gang Zhao , Yuxin Dai , Ning Zhao , Lan Mu , Mei Xue , Chenan Xu , Tianyong Zhang . Design strategies and performance optimization of nickel-based bifunctional electrocatalysts for green hydrogen via overall water splitting. Chinese Chemical Letters, 2026, 37(10): 112691-. doi: 10.1016/j.cclet.2026.112691
7. [7]
  Guie Li , Chunyan Yang , Qiu Yang , Qingzhu Zheng , Menghan Li , Jianhua Qu , Guangshan Zhang . A magnetically recyclable CoFe₂O₄/BiOBr S-scheme heterojunction for efficient photocatalytic degradation of diuron: Performance, durability and mechanism exploration. Chinese Chemical Letters, 2026, 37(1): 111207-. doi: 10.1016/j.cclet.2025.111207
8. [8]
  Gaofeng WANG , Shuwen SUN , Yanfei ZHAO , Lixin MENG , Bohui WEI . Structural diversity and luminescence properties of three zinc coordination polymers based on bis(4-(1H-imidazol-1-yl)phenyl)methanone. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 849-856. doi: 10.11862/CJIC.20230479
9. [9]
  Yu Xiong , Li-Jun Hu , Jian-Guo Song , Di Zhang , Yi-Shuang Peng , Xiao-Jun Huang , Jian Hong , Bin Zhu , Wen-Cai Ye , Ying Wang . Structure elucidation of plumerubradins A–C: Correlations between ¹H NMR signal patterns and structural information of [2+2]-type cyclobutane derivatives. Chinese Chemical Letters, 2025, 36(5): 110149-. doi: 10.1016/j.cclet.2024.110149
10. [10]
  Yu Hong , Yuqian Jiang , Chenhuan Yuan , Decai Wang , Yimeng Sun , Jian Jiang . Unraveling temperature-dependent supramolecular polymorphism of naphthalimide-substituted benzene-1,3,5-tricarboxamide derivatives. Chinese Chemical Letters, 2024, 35(12): 109909-. doi: 10.1016/j.cclet.2024.109909
11. [11]
  Zhongjie Song , Nannan Zhang , Jun Yu , Huiyu Sun , Zhengying Wu , Yukou Du . Growth of Ce-doped NiCo-LDHs on tin dioxide-modified nickel foam as oxygen evolution reaction catalyst electrode. Chinese Chemical Letters, 2026, 37(1): 111804-. doi: 10.1016/j.cclet.2025.111804
12. [12]
  Haoran Shi , Jiaxin Wang , Yuqin Zhu , Hongyang Li , Guodong Ju , Lanlan Zhang , Chao Wang . Highly selective α-C(sp³)-H arylation of alkenyl amides via nickel chain-walking catalysis. Chinese Chemical Letters, 2024, 35(7): 109333-. doi: 10.1016/j.cclet.2023.109333
13. [13]
  Yang Yang , Yan-Xin Chen , Ao-Sheng She , Hao-Yan Shi , Wen Chen , Wei Wang , Hai-Long Wang , Ke-Xian Li , Yi-Hu Pu , Wei-Hua Yang , Xiu-Mei Lin , Can-Zhong Lu . Nickel phosphide modified TiO2 nanotube arrays for efficient PEC water splitting H2 generation. Chinese Journal of Structural Chemistry, 2025, 44(7): 100623-100623. doi: 10.1016/j.cjsc.2025.100623
14. [14]
  Runze Liu , Yankai Bian , Weili Dai . Qualitative and quantitative analysis of Brønsted and Lewis acid sites in zeolites: A combined probe-assisted 1H MAS NMR and NH3-TPD investigation. Chinese Journal of Structural Chemistry, 2024, 43(4): 100250-100250. doi: 10.1016/j.cjsc.2024.100250
15. [15]
  Yufen Lv , Lianhui Song , Huilan Yue , Zuli Wang , Wei Wei . Photocatalytic multi-component carbonthioesterification reactions to construct quinoxalin-2(1H)-one-containing thioesters and their antitumor activities against HepG2. Chinese Chemical Letters, 2026, 37(12): 112309-. doi: 10.1016/j.cclet.2025.112309
16. [16]
  Xinghao Cai , Chen Ma , Ying Kang , Yuqiang Ren , Xue Meng , Wei Lu , Shiming Fan , Shouxin Liu . Nickel-catalyzed C(sp²)–H alkynylation of free α-substituted benzylamines using a transient directing group. Chinese Chemical Letters, 2025, 36(10): 110901-. doi: 10.1016/j.cclet.2025.110901
17. [17]
  He Yao , Wenhao Ji , Yi Feng , Chunbo Qian , Chengguang Yue , Yue Wang , Shouying Huang , Mei-Yan Wang , Xinbin Ma . Copper-catalyzed and biphosphine ligand controlled 3,4-boracarboxylation of 1,3-dienes with carbon dioxide. Chinese Chemical Letters, 2025, 36(4): 110076-. doi: 10.1016/j.cclet.2024.110076
18. [18]
  Huiyuan Deng , Na Zhao , Junjie You , Zhicheng Pan , Bo Xing , Yuling Ye , Bo Lai , Yuxi Wang , Tongrui Lu , Xiaonan Liu . Removal of bisphenol a through peroxymonosulfate activation with N-doped graphite carbon spheres coated cobalt nanoparticles catalyst: Synergy of nonradicals. Chinese Chemical Letters, 2025, 36(8): 110650-. doi: 10.1016/j.cclet.2024.110650
19. [19]
  Ling-Hao Zhao , Hai-Wei Yan , Jian-Shuang Jiang , Xu Zhang , Xiang Yuan , Ya-Nan Yang , Pei-Cheng Zhang . Effective assignment of positional isomers in dimeric shikonin and its analogs by ¹H NMR spectroscopy. Chinese Chemical Letters, 2024, 35(5): 108863-. doi: 10.1016/j.cclet.2023.108863
20. [20]
  Cong-Bin Ji , Ding-Xiong Xie , Mei Chen , Ye-Ying Lan , Bao-Hua Zhang , Ji-Ying Yang , Zheng-Hui Kang , Shu-Jie Chen , Yu-Wei Zhang , Yun-Lin Liu . Green synthesis of 2-trifluoromethylquinoline skeletons via organocatalytic N-[(α-trifluoromethyl)vinyl]isatins CN bond activation. Chinese Chemical Letters, 2025, 36(7): 110598-. doi: 10.1016/j.cclet.2024.110598

Get Citation

PDF

XML

Metrics

PDF Downloads(206)
Abstract views(1367)
HTML views(79)

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

Preyssler heteropolyacid supported on silica coated NiFe2O4 nanoparticles for the catalytic synthesis of bis(dihydropyrimidinone)benzene and 3,4-dihydropyrimidin-2(1H)-ones

Metrics

通讯作者: 陈斌, bchen63@163.com

Preyssler heteropolyacid supported on silica coated NiFe₂O₄ nanoparticles for the catalytic synthesis of bis(dihydropyrimidinone)benzene and 3,4-dihydropyrimidin-2(1H)-ones