Preparation and characterization of a novel Wells–Dawson heteropolyacid-based magnetic inorganic–organic nanohybrid catalyst H6P2W18O62/pyridino-Fe3O4 for the efficient synthesis of 1-amidoalkyl-2-naphthols under solvent-free conditions

Journal of the Chemical Society. Dalton Transactions

Volumn 43, Issue 4, 2014, Pages 1550-1563

  Tayebee, Reza ^a   Amini, Mostafa M ^b   Rostamian, Hooriyeh ^a   Aliakbari, Azam ^b  

^a HAKIM SABZEVARI UNIVERSITY   (Iran)

^b SHAHID BEHESHTI UNIVERSITY   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYST ACTIVITY; ENVIRONMENTAL PROTECTION; IRON OXIDES; MAGNETITE; NANOPARTICLES; NANOSTRUCTURED MATERIALS; NAPHTHOL;

CHEMICAL ANCHORING; EFFICIENT SYNTHESIS; FE3O4 NANOPARTICLES; NANO-HYBRID MATERIALS; RECOVERABLE CATALYSTS; RECYCLABLE CATALYST; REUSABLE CATALYSTS; SOLVENT FREE CONDITIONS;

NANOCATALYSTS;

EID: 84890827884     PISSN: 14779226     EISSN: None     Source Type: Journal    
DOI: 10.1039/c3dt51594j     Document Type: Article

References (88)

1. T. Dingermann, D. Steinhilber and G. Folkers: Molecular Biology in Medicinal Chemistry, Wiley-VCH, 2004.
2. S. Knapp: Chem. Rev., 1995, 95: 1859.
3. Y. Kusakabe, J. Nagatsu, M. Shibuya, O. Kawaguchi, C. Hirose, S. Shirato: J. Antibiot., 1972, 2: 44.
4. S. Remillard, L.I. Rebhun, G.A. Howie, S.M. Kupchan: Science, 1975, 189: 1002.
5. G.Y. Lesher, A.R. Surrey: J. Am. Chem. Soc., 1955, 77: 636.
6. H.S. Mosher, M.B. Frankel, M. Gregory: J. Am. Chem. Soc., 1953, 75: 5326.
7. J.L. Peglion, J. Vian, B. Gourment, N. Despaux, V. Audinot, M. Millan: Bioorg. Med. Chem. Lett., 1997, 7: 881.
8. H. Ren, S. Grady, D. Gamenara, H. Heinzen, P. Moyna, S. Croft, H. Kendrick, V. Yardley, G. Moyna: Bioorg. Med. Chem. Lett., 2001, 11: 1851.
9. F. Benedini, G. Bertolini, R. Cereda, G. Doná, G. Gromo, S. Levi, J. Mizrahi, A. Sala: J. Med. Chem., 1995, 38: 130.
10. R.D. Clark, J.M. Caroon, A.F. Kluge, D.B. Repke, A.P. Roszkowski, A.M. Strosberg, S. Baker, S.M. Bitter, M.D. Okada: J. Med. Chem., 1983, 26: 657.
11. H. Matsuoka, N. Ohi, M. Mihara, H. Suzuki, K. Miyamoto, N. Maruyama, K. Tsuji, N. Kato, T. Akimoto, Y. Takeda, K. Yano, T. Kuroki: J. Med. Chem., 1997, 40: 105.
12. S. Kantevari, S.V.N. Vuppalapati, L. Nagarapu: Catal. Commun., 2007, 8: 1857.
13. Z. Karimi-Jaberi, M. Jokar and S.Z. Abbasi: J. Chem., 2013, 341649.
14. G.C. Nandi, S. Samai, R. Kumar, M.S. Singh: Tetrahedron Lett., 2009, 50: 7220.
15. L. Nagarapu, M. Baseeruddin, S. Apuri, S. Kantevari: Catal. Commun., 2007, 8: 1729.
16. S.B. Patil, P.R. Singh, M.P. Surpur, S.D. Samant: Ultrason. Sonochem., 2007, 14: 515.
17. H.R. Shaterian, H. Yarahmadi, M. Ghashang: Tetrahedron, 2008, 64: 1263.
18. S.B. Patil, P.R. Singh, M.P. Surpur, S.D. Samant: Synth. Commun., 2007, 37: 1659.
19. A. Li-Tao, L. Xiao-Huab, D. Fei-Qingb, J. Wen-Qingb, Z. Jian-Ping: Chin. J. Chem., 2008, 26: 2117.
20. G. Srihari, M. Nagaraju, M.M. Murthy: Helv. Chim. Acta, 2007, 90: 1497.
21. V.K. Das, M. Borah, A.J. Thakur: J. Org. Chem., 2013, 78: 3361.
22. W.K. Su, W.Y. Tang, J.J. Li: J. Chem. Res., 2008, 123.
23. R.R. Nagawade, D.B. Shinde: Acta Chim. Slov., 2007, 54: 642.
24. S.A.M.K. Ansari, N.S. Jiaprakash, D.K.S. Nagnnath, W. Pravin, D.B. Shinde: Indian J. Chem. Technol., 2010, 17: 71.
25. M.A. Amrollahi, F. Mirjalili, H. Emtiazi: J. Chem. Sci., 2013, 125: 561.
26. M. Zandi, A.R. Sardarian: C. R. Chim., 2012, 15: 365.
27. G.H. Mahdavinia, M.A. Bigdeli: Chin. Chem. Lett., 2009, 20: 383.
28. N.P. Selvam, P.T. Perumal: Tetrahedron Lett., 2006, 47: 7481.
29. J. Wen-Qing, A. Li-Tao, Z. Jian-Ping: Chin. J. Chem., 2008, 26: 1697.
30. W.K. Su, W.Y. Tang, J.J. Li: J. Chem. Res., 2008, 123.
31. A. Khazaei, M.A. Zolfigol, A.R. Moosavi-Zare, A. Zare, A. Parhami, A. Khalafi-Nezhad: Appl. Catal., A, 2010, 386: 179.
32. G. Srihari, M. Nagaraju, M.M. Murthy: Helv. Chim. Acta, 2007, 90: 1497.
33. D. Kundu, A. Majee, A. Hajra: Catal. Commun., 2010, 11: 1157.
34. H.R. Shaterian, A. Hosseinian, M. Ghashang: Tetrahedron Lett., 2008, 49: 5804.
35. M. Dabiri, A.S. Delbari, A. Bazgir: Heterocycles, 2007, 71: 543.
36. S.B. Patil, P.R. Singh, M.P. Surpur, S.D. Samant: Ultrason. Sonochem., 2007, 14: 515.
37. A. Zare, A. Hasaninejad, A. SalimiBeni, A.R. Moosavi-Zare, M. Merajoddin, E. Kamali, M. Akbari-Seddigh, Z. Parsaee: Sci. Iran., Trans. C, 2011, 18: 433.
38. A.K. Gupta, A.S. Curtis, J. Mater: J. Mater. Sci.: Mater. Med., 2004, 15: 493.
39. T. Neuberger, B. Schoepf, H. Hofmann, M. Hofmann, B. von Rechenberg: J. Magn. Magn. Mater., 2005, 293: 483.
40. Q.A. Pankhurst, J. Connolly, S.K. Jones, J. Dobson: J. Phys. D: Appl. Phys., 2003, 36: 167.
41. D. Wang, J. He, N. Rosenzweig, Z. Rosenzweig: Nano Lett., 2004, 4: 409.
42. C. Xu, K. Xu, H. Gu, R. Zheng, H. Liu, X. Zhang, Z. Guo, B. Xu: J. Am. Chem. Soc., 2004, 126: 9938.
43. J.M. Perez, F.J. Simeone, Y. Saeki, L. Josephson, R. Weissleder: J. Am. Chem. Soc., 2003, 125: 10192.
44. D.L. Graham, H.A. Ferreira, P.P. Freitas: Trends Biotechnol., 2004, 22: 455.
45. R. Hiergeist, W. Andra, N. Buske, R. Hergt, I. Hilger, U. Richter, W. Kaiser: J. Magn. Magn. Mater., 1999, 201: 420.
46. A. Jordan, R. Scholz, P. Wust, H. Fahling, R. Felix: J. Magn. Magn. Mater., 1999, 201: 413.
47. M. Shokouhimehr, Y. Piao, J. Kim, Y. Jang, T. Hyeon: Angew. Chem., Int. Ed., 2007, 46: 7039.
48. R. Tayebee, M.M. Amini, N. Abdollahi, A. Aliakbari, S. Rabiee, H. Ramshini: Appl. Catal., A, 2013, 468: 75.
49. L. Wang, J.H. Han, T. Sheng, J.Z. Fan, X. Tang: Synlett, 2005, 337.
50. N. Azizi, L. Torkian, M.R. Saidi: J. Mol. Catal. A: Chem., 2007, 275: 109.
51. S. Sobhani, E. Safaei, A.R. Hasaninejad, S. Rezazadeh: J. Organomet. Chem., 2009, 694: 3027.
52. R. Tayebee, F. Nehzata, E. Rezaei-Sereshta, F.Z. Mohammadi, E. Rafiee: J. Mol. Catal. A: Chem., 2011, 351: 154-164.
53. G.P. Romanellia, D.M. Ruiza, H.P. Bideberripea, J.C. Autinob, G.T. Baronetti, H.J. Thomasa: ARKIVOC, 2007, 16: 1.
54. G. Baronetti, L. Briand, U. Sedran, H. Thomas: Appl. Catal., A, 1998, 173: 265.
55. D. Lyon, W. Miller, T. Novet, P. Domaille, E. Evitt, D. Johnson, R. Finke: J. Am. Chem. Soc., 1991, 113: 7209.
56. X. Liu, Z. Ma, J. Xing, H. Liu: J. Magn. Magn. Mater., 2004, 270: 1.
57. A. Tarlani, M. Abedini, M. Khabaz, M.M. Amini: J. Colloid Interface Sci., 2005, 292: 486.
58. B. Helms, S.J. Guillaudeu, Y. Xie, M. McMurdo, C.J. Hawker, J.M.J. Frechet: Angew. Chem., Int. Ed., 2005, 44: 6384.
59. X.F. Yu, Y.C. Zou, S.J. Wu, H. Liu, J.Q. Guan, Q.B. Kan: Mater. Res. Bull., 2011, 46: 951.
60. B. Voit: Angew. Chem., Int. Ed., 2006, 46: 4238.
61. J.D. Bass, A. Katz: Chem. Mater., 2006, 18: 1611.
62. D. Coutinho, S. Madhugiri, K.J. Balkus: J. Porous Mater., 2004, 11: 239.
63. J. Alauzun, A. Mehdi, C. Reyé, R.J.P. Corriu: J. Am. Chem. Soc., 2006, 128: 8718.
64. A.P. Wight, M.E. Davis: Chem. Rev., 2002, 102: 3589.
65. N.E. Leadbeater, M. Marco: Chem. Rev., 2002, 102: 3217.
66. R.K. Zeidan, S.J. Hwang, M.E. Davis: Angew. Chem., Int. Ed., 2006, 45: 6332.
67. D. Astruc, F. Lu, J.R. Aranzaes: Angew. Chem., Int. Ed., 2005, 44: 7852.
68. K. Motokura, N. Fujita, K. Mori, T. Mizugaki, K. Ebitani, K. Kaneda: J. Am. Chem. Soc., 2005, 127: 9674.
69. R.K. Zeidan, M.E. Davis: J. Catal., 2007, 247: 379.
70. F. Gelman, J. Blum, D. Avnir: Angew. Chem., Int. Ed., 2001, 40: 3647.
71. T.Q. Zeng, W.-W. Chen, C.M. Cirtiu, A. Moores, G. Song, C.-J. Li: Green Chem., 2010, 12: 570.
72. R. Tayebee, M.M. Amini, F. Nehzat, O. Sadeghi, M. Armaghan: J. Mol. Catal. A: Chem., 2013, 366: 140.
73. R. Tayebee, M.M. Amini, M. Ghadamgahi, M. Armaghan: J. Mol. Catal. A: Chem., 2013, 366: 266.
74. G. Jian, C. Yaguang, Q. Lunyuand, L. Qin: Polyhedron, 1996, 15(13): 2273.
75. Y. Liu, P. Liu, Z. Su, F. Li, F. Wen: Appl. Surf. Sci., 2008, 255: 2020.
76. G. Baronettia, L. Brianda, U. Sedranb, H. Thomasa: Appl. Catal., A, 1998, 172: 256.
77. Y. Li, H. Chen, C. Shi, D. Shi, S. Ji: J. Comb. Chem., 2010, 12: 231.
78. B. Das, K. Laxminarayana, B. Ravikanth, B.R. Rao: J. Mol. Catal. A: Chem., 2007, 26: 180.
79. H.R. Shaterian, H. Yarahmadi, M. Ghashang: Bioorg. Med. Chem. Lett., 2008, 18: 788.
80. W.Q.L. Jiang, T.J. An, P. Zou: Chin. J. Chem., 2008, 26: 697.
81. R.A. Marcus: Annu. Rev. Phys. Chem., 1964, 15: 155.
82. M.M. Khodaei, A.R. Khosropour, H. Moghanian: Synlett, 2006, 916.
83. S.B. Patil, P.R. Singh, M.P. Surpur, S.D. Samant: Synth. Commun., 2007, 37: 1659.
84. G.C. Nandi, S. Samai, R. Kumar, M.S. Singh: Tetrahedron Lett., 2009, 50: 7220.
85. J. Wen-Qing, A. Li-Taoa, Z. Jian-Ping: Chin. J. Chem., 2008, 26: 1697.
86. M.R.M. Shafiee, R. Moloudi, N.T. Jervekani, M. Ghashang: Adv. Mater. Res., 2012, 535: 851.
87. A. Zare, A.R. Hasaninejad, E. Rostami, A.R. Moosavi-zare, N. Pishahang, M. Roshankar, F. Khedri, M. Khedri: Elec. J. Chem., 2010, 7(4): 1162.
88. K.S. Niralwad, B.B. Shingate, M.S. Shingare: Chin. Chem. Lett., 2011, 22: 551.