Chelation and calcination promoted preparation of perovskite-structured BiFeO3 nanoparticles: a novel magnetic catalyst for the synthesis of dihydro-2-oxypyrroles
Source abstract
Abstract
Perovskite-structured Bismuth ferrite (BiFeO3) nanoparticles as a novel heterogeneous catalyst were designed by an auto combustion route using a different chelating agent and calcination temperature. The effect of different chelating agents like disaccharide (sucrose), α-hydroxy acid (citric acid, tartaric acid), amide (urea) and calcination (150–750 °C) temperature on structure and the catalytic performance of BiFeO3 have been analyzed. The catalytic performance of BiFeO3 has been increased by modifying its synthesis with the addition of suitable organic compound and calcination. BiFeO3 synthesized without the use of chelating agent gave very poor yield, i.e., 36.89%. The augmented effect of the chelating agent on the catalytic performance of BiFeO3 was obtained in the order of blank 750 °C. The calcination temperature results in augmentation in yield of approximately 30% with model reaction on increasing temperature from 150 to 650 °C. Different calcination temperatures (150–750 °C) have been employed to obtain single phase BiFeO3 nanoparticles. All synthesized BiFeO3 nanoparticles were fully characterized by FT-IR; XRD; VSM; BET; TGA; XPS and Raman spectroscopy. For the very first time ever we have used them as a recyclable magnetic nanocatalyst in the formation of highly substituted dihydro-2-oxypyrrole by using one-pot, three-component reaction of DMAD, aniline and formaldehyde in methanol at room temperature with 63–88% yield. All the synthesized oxypyrroles have been characterized by various spectroscopic techniques.
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Research context
OpenAlex topics: Multiferroics and related materials · Ferroelectric and Piezoelectric Materials · Dielectric properties of ceramics
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References (100+)
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1. Alizadeh A, Mokhtari J, Zhu L (2013) Catalyst-free synthesis of functionalized dihydro-2-oxypyrroles by the reaction of enaminones and N,N′-bis (phenylmethylidene) phenylmethane. Comptes Rendus Chimie 16:863–86710.1016/j.crci.2013.01.020 ↗
2. Kolocouris N, Kolocouris A, Foscolos GB, Fytas G, Neyts J, Padalko E (1996) Synthesis and antiviral activity evaluation of some new aminoadamantane derivatives. J Med Chem 39:3307–331810.1021/jm950891z ↗
3. Barreca ML, Rao A, De Luca L, Zappalà M, Gurnari C, Monforte P (2004) Efficient 3D database screening for novel HIV-1 IN inhibitors. J Chem Inf Comput Sci 44:1450–145510.1021/ci034296e ↗
4. Shiraki R, Sumino A, Tadano K, Ogawa S (1996) Total synthesis of natural PI-091, a new platelet aggregation inhibitor of microbial origin. J Org Chem 61:2845–285210.1021/jo951897z ↗
5. Mylari BL, Beyer TA, Siegel TW (1991) A highly specific aldose reductase inhibitor, ethyl 1-benzyl-3-hydroxy-2(5H)-oxopyrrole-4-carboxylate, and its congeners. J Med Chem 34:1011–101810.1021/jm00107a020 ↗
6. Lampe JW, Chou YL, Hanna RG, Di Meo SV, Erhardt PW, Hagedorn AA (1993) (Imidazolylphenyl)pyrrol-2-one inhibitors of cardiac cAMP phosphodiesterase. J Med Chem 36:1041–104710.1021/jm00060a012 ↗
7. Peifer C, Selig R, Kinkel K, Ott D, Totzke F, Schächtele C (2008) Design, synthesis, and biological evaluation of novel 3-aryl-4-(1H-indole-3yl)-1,5-dihydro-2H-pyrrole-2-ones as vascular endothelial growth factor receptor (VEGF-R) inhibitors. J Med Chem 51:3814–382410.1021/jm8001185 ↗
8. Wei F, Zhao BX, Huang B, Zhang L, Sun CH, Dong WL (2006) Design, synthesis, and preliminary biological evaluation of novel ethyl 1-(2′-hydroxy-3′-aroxypropyl)-3-aryl-1H-pyrazole-5-carboxylate. Bioorg Med Chem Lett 16:6342–634710.1016/j.bmcl.2006.09.008 ↗
9. Nakamura T, Sato M, Kakinuma H, Miyata N, Taniguchi K, Bando K (2003) Pyrazole and isoxazole derivatives as new, potent, and selective 20-hydroxy-5,8,11,14-eicosatetraenoic acid synthase inhibitors. J Med Chem 46:5416–542710.1021/jm020557k ↗
10. Madhavan GR, Chakrabarti R, Kumar SKB, Misra P, Mamidi RNVS, Balraju V (2001) Novel phthalazinone and benzoxazinone containing thiazolidinediones as antidiabetic and hypolipidemic agents. Eur J Med Chem 36:627–63710.1016/S0223-5234(01)01257-0 ↗
11. Chitra S, Devanathan D, Pandiarajan K (2010) Synthesis and in vitro microbiological evaluation of novel. Eur J Med Chem 45:367–37110.1016/j.ejmech.2009.09.018 ↗
12. Raghuraman A, Ko E, Perez LM, Ioerger TR, Burgess K (2011) Pyrrolinone–pyrrolidine oligomers as universal peptidomimetics. J Am Chem Soc 133:12350–1235310.1021/ja2033734 ↗
13. Kawasuji T, Fuji M, Yoshinaga T, Sato A, Fujiwara T, Kiyama R (2007) 3-Hydroxy-1,5-dihydro-pyrrol-2-one derivatives as advanced inhibitors of HIV integrase. Bioorg Med Chem 15:5487–549210.1016/j.bmc.2007.05.052 ↗
14. Zhang L, Tan Y, Wang NX, Wu QY, Xi Z, Yang GF (2010) Design, syntheses and 3D-QSAR studies of novel N-phenyl pyrrolidin-2-ones and N-phenyl-1H-pyrrol-2-ones as protoporphyrinogen oxidase inhibitors. Bioorg Med Chem 18:7948–795610.1016/j.bmc.2010.09.036 ↗
15. Li B, Lyle MPA, Chen G, Li J, Hu K, Tang L (2007) Substituted 6-amino-4H-[1, 2]dithiolo[4,3-b]pyrrol-5-ones: synthesis, structure-activity relationships, and cytotoxic activity on selected human cancer cell lines. Bioorg Med Chem 15:4601–460810.1016/j.bmc.2007.04.017 ↗
16. Mizushina Y, Kobayashi S, Kuramochi K, Nagata S, Sugawara F, Sakaguchi K (2000) Epolactaene, a novel neuritogenic compound in human neuroblastoma cells, selectively inhibits the activities of mammalian DNA polymerases and human DNA topoisomerase II. Biochem Biophys Res Commun 273:784–78810.1006/bbrc.2000.3007 ↗
17. Zhu Q, Gao L, Chen Z, Zheng S, Shu H, Li J (2012) A novel class of small-molecule caspase-3 inhibitors prepared by multicomponent reactions. Eur J Med Chem 54:232–23810.1016/j.ejmech.2012.05.001 ↗
18. Reddy TRK, Li C, Guo X, Myrvang HK, Fischer PM, Dekker VL (2011) Design, synthesis, and structure–activity relationship exploration of 1-substituted 4-aroyl-3-hydroxy-5-phenyl-1H-pyrrol-2(5H)-one analogues as inhibitors of the annexin A2 − S100A10 Protein Interaction. J Med Chem 54:2080–209410.1021/jm101212e ↗
19. Sajadikhah SS, Maghsoodlou MT, Hazeri N (2014) A simple and efficient approach to one-pot synthesis of mono- and bis-N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates catalyzed by InCl3. Chin Chem Lett 25:58–6010.1016/j.cclet.2013.10.010 ↗
20. Maleki A, Jafari AA, Yousefi S (2017) MgFe2O4/cellulose/SO3H nanocomposite: a new biopolymer-based nanocatalyst for one-pot multicomponent syntheses of polysubstituted tetrahydropyridines and dihydropyrimidinones. J Iran Chem Soc 14:1801–181310.1007/s13738-017-1120-2 ↗
21. Maleki A, Ravaghi P, Aghaei M, Movahed H (2017) A novel magnetically recyclable silver-loaded cellulose-based bionanocomposite catalyst for green synthesis of tetrazolo[1,5-a]pyrimidines. Res Chem Intermed 43:5485–549410.1007/s11164-017-2941-4 ↗
22. Khan AT, Ghosh A, Musawwer Khan M (2012) One-pot four-component domino reaction for the synthesis of substituted dihydro-2-oxypyrrole catalyzed by molecular iodine. Tetrahedron Lett 53:2622–262610.1016/j.tetlet.2012.03.046 ↗
23. Rana S, Brown M, Dutta A, Bhaumik A, Mukhopadhyay C (2013) Site-selective multicomponent synthesis of densely substituted 2-oxo dihydropyrroles catalyzed by clean, reusable, and heterogeneous TiO2 nanopowder. Tetrahedron Lett 54:1371–137910.1016/j.tetlet.2012.12.109 ↗
24. Sun J, Wu Q, Xia EY, Yan CG (2011) Molecular diversity of three-component reactions of aromatic aldehydes, arylamines, and acetylenedicarboxylates. Eur J Org Chem 2011:2981–298610.1002/ejoc.201100008 ↗
25. Lv L, Zheng S, Cai X, Chen Z, Zhu Q, Liu S (2013) Development of four-component synthesis of tetra- and pentasubstituted polyfunctional dihydropyrroles: free permutation and combination of aromatic and aliphatic amines. ACS Comb Sci 15:183–19210.1021/co300148c ↗
26. Gao H, Sun J, Yan CG (2013) Synthesis of functionalized 2-pyrrolidinones via domino reactions of arylamines, ethyl glyoxylate and acetylenedicarboxylates. Tetrahedron 69:589–59410.1016/j.tet.2012.11.018 ↗
27. Sajadikhah SS, Hazeri N (2014) Coupling of amines, dialkyl acetylenedicarboxylates and formaldehyde promoted by [n-Bu4 N][HSO4]: an efficient synthesis of highly functionalized dihydro-2-oxopyrroles and bis-dihydro-2-oxopyrroles. Res Chem Intermed 40:737–74810.1007/s11164-012-0998-7 ↗
28. Sajadikhah SS, Hazeri N, Maghsoodlou MT, Habibi-Khorassani SM (2013) Facile one-pot synthesis of substituted dihydropyrrol-2-ones via four-component domino reaction of amines, dialkyl acetylenedicarboxylates and formaldehyde. J Chin Chem Soc 60:1003–100610.1002/jccs.201200597 ↗
29. Shokrollahi H (2013) Magnetic, electrical and structural characterization of BiFeO3 nanoparticles synthesized by co-precipitation. Powder Technol 235:953–95810.1016/j.powtec.2012.12.008 ↗
30. Layek S, Verma HC (2015) Magnetic and dielectric properties of multiferroic BiFeO3 nanoparticles synthesized by a novel citrate combustion method. Adv Mater Lett 3:533–53810.5185/amlett.2012.icnano.242 ↗
31. Chhoker S, Manoj AKP (2013) Structural, optical and multiferroic properties of BiFeO3 nanoparticles synthesized by soft chemical route. J Supercond Nov Magn 26:443–44810.1007/s10948-012-1761-4 ↗
32. Ilić NI, Džunuzović AS, Bobić JD, Stojadinović BS, Hammer P, Vijatović Petrović MM (2015) Structure and properties of chemically synthesized BiFeO3, influence of fuel and complexing agent. Ceram Int 41:69–7710.1016/j.ceramint.2014.08.020 ↗
33. Huang F, Wang Z, Lu X, Zhang J, Min K, Lin W (2013) Peculiar magnetism of BiFeO3 nanoparticles with size approaching the period of the spiral spin structure. Sci Rep 3:290710.1038/srep02907 ↗
34. Arora M, Sati PC, Chauhan S, Chhoker S, Panwar AK, Kumar M (2013) Structural, optical and multiferroic properties of BiFeO3 nanoparticles synthesized by soft chemical route. J Supercond Nov Magn 26:443–44810.1007/s10948-012-1761-4 ↗
35. Dutta DP, Mandal BP, Naik R, Lawes G, Tyagi AK (2013) Magnetic, ferroelectric, and magnetocapacitive properties of sonochemically synthesized Sc-doped BiFeO3 nanoparticles. J Phys Chem C 117:2382–238910.1021/jp310710p ↗
36. Wang X, Wu Z (2010) Magnetic and optical properties of multiferroic bismuth ferrite nanoparticles by tartaric acid-assisted sol–gel strategy. Mater Lett 64:486–48810.1016/j.matlet.2009.11.059 ↗
37. Manzoor A, Afzal AM, Umair M, Ali A, Rizwan M, Yaqoob MZ (2015) Synthesis and characterization of Bismuth ferrite (BiFeO 3) nanoparticles by solution evaporation method. J Magn Magn Mater 393:269–27210.1016/j.jmmm.2015.05.066 ↗
38. Masingboon C, Maensiri S (2013) Synthesize, characterization and magnetic properties of nanoparticle bismuth ferrite (BiFeO3) prepared by a simple Sol–Gel route using egg white. Ferroelectrics 457:89–9610.1080/00150193.2013.848758 ↗
39. Li T, Shen J, Li N, Ye M (2013) One-pot self-catalyzed synthesis and properties of multiferroic BiFeO3 single-phase crystallites by sucrose-assisted combustion. J Alloys Compd 548:89–9510.1016/j.jallcom.2012.09.010 ↗
40. Narayan S, Mishra BG, Shirolkar MM, Sen S, Das SR, Janes DB (2013) Structural, microstructural and magneto-electric properties of single-phase BiFeO3 nanoceramics prepared by auto-combustion method. Mater Chem Phys 141:423–43110.1016/j.matchemphys.2013.05.040 ↗
41. Taylor P, Wang KF (2009) Multiferroicity: the coupling between magnetic and polarization orders. Adv Phys 58:37–41
42. Chakraborty S, Mukherjee S (2015) Studies on dielectric and ferroelectric properties of pure and rare-earth doped nanocrystalline bismuth ferrite. J Aust Ceram Soc 51:45–53
43. Khomchenko VA, Kiselev DA, Kopcewicz M, Maglione M, Shvartsman VV, Borisov P (2009) Doping strategies for increased performance in BiFeO. J Magn Magn Mater 321:692–169810.1016/j.jmmm.2009.02.008 ↗
44. Han Y, Ma Y, Quan C, Gao N, Zhang Q, Mao W (2015) Substitution-driven structural, optical and magnetic transformation of Mn, Zn doped BiFeO3. Ceram Int 41:2476–248310.1016/j.ceramint.2014.10.065 ↗
45. Das N, Majumdar R, Sen A, Maiti HS (2007) Nanosized bismuth ferrite powder prepared through sonochemical and microemulsion techniques. Mater Lett 61:2100–210410.1016/j.matlet.2006.08.026 ↗
46. Bernardo MS, Jardiel T, Peiteado M, Caballero AC, Villegas M (2011) Reaction pathways in the solid state synthesis of multiferroic BiFeO3. J Eur Ceram Soc 31:3047–305310.1016/j.jeurceramsoc.2011.03.018 ↗
47. Mazumder R, Chakravarty D, Bhattacharya D, Sen A (2009) Spark plasma sintering of BiFeO3. Mater Res Bull 44:555–55910.1016/j.materresbull.2008.07.017 ↗
48. Dai HY, Chen ZP, Li T, Xue RZ, Chen J (2013) Structural and electrical properties of bismuth ferrite ceramics sintered in different atmospheres. J Supercond Nov Magn 26:3125–313210.1007/s10948-013-2130-7 ↗
49. Aguiar EC, Ramirez MA, Moura F, Varela JA, Longo E, Simoes AZ (2013) Low-temperature synthesis of nanosized bismuth ferrite by the soft chemical method, If = 2.758. Ceram Int 39:13–2010.1016/j.ceramint.2012.06.014 ↗
50. Cai D, Li J, Tong T, Jin D, Yu S, Cheng J (2012) Phase evolution of bismuth ferrites in the process of hydrothermal reaction. Mater Chem Phys 134:139–14410.1016/j.matchemphys.2012.02.042 ↗
51. Hernández-Ramírez A, Martínez-Luévanos A, Fuentes AF, Nelson AGD, Ewing RC, Montemayor SM (2014) Molten salts activated by high-energy milling: a useful, low-temperature route for the synthesis of multiferroic compounds. J Alloys Compd 584:93–10010.1016/j.jallcom.2013.09.003 ↗
52. Wang YP, Zhou L, Zhang MF, Chen XY, Liu JM, Liu ZG (2004) Room-temperature saturated ferroelectric polarization in BiFeO3 ceramics synthesized by rapid liquid phase sintering. Appl Phys Lett 84:1731–173310.1063/1.1667612 ↗
53. Bahadur D, Rajakumar S, Kumar A (2006) Influence of fuel ratios on auto combustion synthesis of barium ferrite nano particles. J Chem Sci 118:15–2110.1007/BF02708761 ↗
54. Kumar MM, Palkar VR, Srinivas K, Suryanarayana SV (2000) Ferroelectricity in a pure BiFeO3 ceramic. Appl Phys Lett 76:2764–276610.1063/1.126468 ↗
55. Ortiz-Quiñonez JL, Díaz D, Zumeta-Dubé I, Arriola-Santamaría H, Betancourt I, Santiago-Jacinto P (2013) Easy synthesis of high-purity BiFeO 3 nanoparticles: new insights derived from the structural, optical, and magnetic characterization. Inorg Chem 52:10306–1031710.1021/ic400627c ↗
56. Soltani T, Entezari MH (2013) Solar photocatalytic degradation of RB5 by ferrite bismuth nanoparticles synthesized via ultrasound. Ultrason Sonochem 20:1245–125310.1016/j.ultsonch.2013.01.012 ↗
57. Hasan M, Islam F, Mahbub R, Hossain S, Hakim MA (2016) A soft chemical route to the synthesis of BiFeO3 nanoparticles with enhanced magnetization. Mater Res Bull 73:179–18610.1016/j.materresbull.2015.09.007 ↗
58. Shokrollahi H (2013) Magnetic, electrical and structural characterization of BiFeO3 nanoparticles synthesized by co-precipitation. Powder Technol 235:953–95810.1016/j.powtec.2012.12.008 ↗
59. Mashino T, Kimura S, Shigeoka D, Hiroki T, Katayanagi H, Moro Y (2010) Synthesis of multiferroic BiFeO3 nanoparticles. J Phys: Conf Ser 200:72041
60. Kumar MM, Palkar VR, Srinivas K, Suryanarayana SV (2000) Ferroelectricity in a pure BiFeO3 ceramic. Appl Phys Lett 76:276410.1063/1.126468 ↗
61. Singh G, Tiwari VS, Tiwari P, Srivastava AK, Gupta PK (2011) Effect of oxidant-to-fuel ratios on phase formation of PLZT powder; prepared by gel-combustion. J Alloys Compd 509:4127–413110.1016/j.jallcom.2010.12.177 ↗
62. Aghayan MA, Rodríguez MA (2012) Influence of fuels and combustion aids on solution combustion synthesis of bi-phasic calcium phosphates (BCP). Mater Sci Eng, C 32:2464–246810.1016/j.msec.2012.07.027 ↗
63. Madhusudhana HC, Shobhadevi SN, Nagabhushana BM, Chaluvaraju BV, Murugendrappa MV, Krishna RH (2016) Effect of fuels on conductivity, dielectric and humidity sensing properties of ZrO2 nanocrystals prepared by low temperature solution combustion method. J Asian Ceram Soc 4:309–31810.1016/j.jascer.2016.05.009 ↗
64. Hu Y, Fei L, Zhang Y, Yuan J, Wang Y, Gu H (2011) Synthesis of bismuth ferrite nanoparticles via a wet chemical route at low temperature. J Nanomater. https://doi.org/10.1155/2011/79763910.1155/2011/797639 ↗
65. Gao F, Chen X, Yin K, Dong S, Ren Z, Yuan F (2007) Visible-light photocatalytic properties of weak magnetic BiFeO3 nanoparticles. Adv Mater 19:2889–289210.1002/adma.200602377 ↗
66. Palchaev DK, Faradzheva MP, Sadykov SA, Rabadanov MK, Murlieva ZK, Kallaev SN (2014) Peculiarities of dielectric properties of nanocrystalline bismuth ferrite. Tech Phys Lett 40:961–96410.1134/S106378501411008X ↗
67. Näslund J, Persson I, Sandström M (2000) Solvation of the Bismuth(III) Ion by water, dimethyl sulfoxide, N, N′-Dimethylpropyleneurea, and N,N-dimethylthioformamide, an EXAFS, large-angle x-ray scattering, and crystallographic structural study. Inorg Chem 39:4012–402110.1021/ic000022m ↗
68. Norlund Christensen A, Lebech B (2012) Investigation of the crystal structure of a basic bismuth(iii) nitrate with the composition [Bi6O4(OH)4]0.54(1)[Bi6O5(OH)3]0.46(1)(NO3)5.54(1). Dalt Trans 41:1971–198010.1039/C1DT11646K ↗
69. Henry N, Mentré O, Abraham F, MacLean EJ, Roussel P (2006) Polycationic disorder in [Bi6O4(OH)4](NO3)6: structure determination using synchrotron radiation and microcrystal X-ray diffraction. J Solid State Chem 179:3087–309410.1016/j.jssc.2006.05.043 ↗
70. Thurston JH, Swenson DC, Messerle L (2005) Solvolytic routes to new nonabismuth hydroxy- and alkoxy-oxo complexes: synthesis, characterization and solid-state structures of novel nonabismuth polyoxo cations Bi9([small mu ]3-O)8([small mu ]3-OR)65+ (R = H, Et). Chem Commun (33):4228–4230. https://doi.org/10.1039/B504864H10.1039/B504864H ↗
71. Ortiz-quin JL, David D, Zumeta-dube I, Arriola-santamar H, Betancourt I, Santiago-jacinto P (2013) Easy synthesis of high-purity BiFeO 3 nanoparticles: new insights derived from the structural, optical, and magnetic characterization. Inorg Chem 52:10306–1031710.1021/ic400627c ↗
72. Bhushan B, Basumallick A, Bandopadhyay SK, Vasanthacharya NY, Das D (2009) Effect of alkaline earth metal doping on thermal, optical, magnetic and dielectric properties of BiFeO 3 nanoparticles. J Phys D Appl Phys 42:6500410.1088/0022-3727/42/6/065004 ↗
73. Fu C, Huo M, Cai W, Deng X (2012) Preparation of bismuth ferrite nanopowders at different calcination temperatures. J Ceram Process Res 13:561–564
74. Lu J, Qiao LJ, Fu PZ, Wu YC (2011) Phase equilibrium of Bi2O3–Fe2O3 pseudo-binary system and growth of BiFeO3 single crystal. J Cryst Growth 318:936–94110.1016/j.jcrysgro.2010.10.181 ↗
75. Park TJ, Papaefthymiou GC, Viescas AJ, Moodenbaugh AR, Wong SS (2007) Size-dependent magnetic properties of single-crystalline multiferroic BiFeO3 nanoparticles. Nano Lett 7:766–77210.1021/nl063039w ↗
76. Mazumder R, Sujatha Devi P, Bhattacharya D, Choudhury P, Sen A, Raja M (2007) Ferromagnetism in nanoscale BiFeO3. Appl Phys Lett 91:06251010.1063/1.2768201 ↗
77. Maleki A, Rahimi R, Maleki S (2014) Synthesis, characterization and morphology of new magnetic fluorochromate hybrid nanomaterials with triethylamine surface modified iron oxide nanoparticles. Synth Met 194:11–1810.1016/j.synthmet.2014.04.013 ↗
78. Imran Z, Batool SS, Rafiq MA, Rasool K, Ahmad M, Shahid RN (2014) Investigation of change in surface area and grain size of cadmium titanate nanofibers upon annealing and their effect on oxygen sensing. ACS Appl Mater Interfaces 6:4542–454910.1021/am500354a ↗
79. Chatterjee B, Kevin H, Dwivedi GD, Yang HD, Chatterjee S, Ghosh AK (2011) Enhancement of ferromagnetic and ferroelectric properties in codoped BiFeO3. Asian J Chem 23:5563–5565
80. Zhang B, Quan Z, Zhang T, Guo T, Mo S (2007) Effect of oxygen gas and annealing treatment for magnetically enhanced reactive ion etched (Ba0.65, Sr0.35)TiO3 thin films. J Appl Phys 101:01410710.1063/1.2402100 ↗
81. Pillai S, Bhuwal D, Shripathi T, Shelke V (2013) Synthesis of single phase bismuth ferrite compound by reliable one-step method. J Mater Sci: Mater Electron 24:2950–2955
82. Han S, Sung Kim C (2013) Weak ferromagnetic behavior of BiFeO3 at low temperature. J Appl Phys 113:48–51
83. Ramachandran B, Dixit A, Naik R, Lawes G, Rao MSR (2010) Charge transfer and electronic transitions in polycrystalline BiFeO3. Phys Rev B 82:1210210.1103/PhysRevB.82.012102 ↗
84. Zhang ST, Lu MH, Wu D, Chen YF, Ming NB (2005) Larger polarization and weak ferromagnetism in quenched BiFeO3 ceramics with a distorted rhombohedral crystal structure. Appl Phys Lett 87:26290710.1063/1.2147719 ↗
85. Lahmar A, Habouti S, Solterbeck CH, Es-Souni M, Elouadi B (2009) Correlation between structure, dielectric, and ferroelectric properties in BiFeO3–LaMnO3 solid solution thin films. J Appl Phys 105:01411110.1063/1.3063813 ↗
86. Mandal S, Ghosh CK, Sarkar D, Maiti UN, Chattopadhyay KK (2010) X-ray photoelectron spectroscopic investigation on the elemental chemical shifts in multiferroic BiFeO3 and its valence band structure. Solid State Sci 12:1803–180810.1016/j.solidstatesciences.2010.07.035 ↗
87. Yamashita T, Hayes P (2008) Analysis of XPS spectra of Fe 2 + and Fe 3 + ions in oxide materials. Appl Surf Sci 254:2441–244910.1016/j.apsusc.2007.09.063 ↗
88. Hussain T, Siddiqi SA, Atiq S, Awan MS (2013) Progress in natural science: materials international induced modi fi cations in the properties of Sr doped BiFeO 3 multiferroics. PNS:MI 23:487–492
89. Xu Q, Hu C, Wang J, Du J, Xu Q, Hu C (2017) Enhanced ferromagnetism in BiFeO3 powders by rapid combustion of graphite powders. AIP Adv 55803:1–6
90. Rana S, Brown M, Dutta A, Bhaumik A, Mukhopadhyay C (2013) Site-selective multicomponent synthesis of densely substituted 2-oxo dihydropyrroles catalyzed by clean, reusable, and heterogeneous TiO 2 nanopowder. Tetrahedron Lett 54:1371–137910.1016/j.tetlet.2012.12.109 ↗
91. Sajadikhah SS, Hazeri N, Maghsoodlou MT, Habibi-Khorassani SM (2013) Facile one-pot synthesis of substituted dihydropyrrol-2-ones via four-component domino reaction of amines, dialkyl acetylenedicarboxylates and formaldehyde. J Chin Chem Soc 60:1003–100610.1002/jccs.201200597 ↗
92. Maleki A, Azadegan S (2017) Preparation and characterization of silica-supported magnetic nanocatalyst and application in the synthesis of 2-amino-4H-chromene-3-carbonitrile derivatives. Inorg Nano-Metal Chem 47:917–92410.1080/24701556.2016.1241266 ↗
93. Maleki A (2018) Green oxidation protocol: selective conversions of alcohols and alkenes to aldehydes, ketones and epoxides by using a new multiwall carbon nanotube-based hybrid nanocatalyst via ultrasound irradiation. Ultrason Sonochem 40:460–46410.1016/j.ultsonch.2017.07.020 ↗
94. Sajadikhah SS, Maghsoodlou MT (2014) A simple and green approach for the synthesis of polyfunctionalized mono- and bis-dihydro-2-oxopyrroles catalyzed by trityl chloride. RSC Adv 4:43454–4345910.1039/C4RA06923D ↗
95. Zhu Q, Jiang H, Li J, Liu S, Xia C, Zhang M (2009) Concise and versatile multicomponent synthesis of multisubstituted polyfunctional dihydropyrroles. J Comb Chem 11:685–69610.1021/cc900046f ↗
96. Ghorbani-Vaghei R, Azarifar D, Daliran S, Oveisi AR (2016) The UiO-66-SO3H metal-organic framework as a green catalyst for the facile synthesis of dihydro-2-oxypyrrole derivatives. RSC Adv 6:29182–2918910.1039/C6RA00463F ↗
97. Khan MM, Khan S, Iqbal S, Saigal Yousuf R (2016) Synthesis of functionalized dihydro-2-oxypyrroles and tetrahydropyridines using 2,6-pyridinedicarboxylic acid as an efficient and mild organocatalyst. New J Chem 40:7504–751210.1039/C6NJ01170E ↗
98. Mohamadpour F, Maghsoodlou MT, Heydari R, Lashkari M (2017) One-pot synthesis of polysubstituted dihydro-2- oxypyrroles catalyzed by vanadium (v) oxide. JACR 123:115–123
99. Sajadikhah SS, Hazeri N, Maghsoodlou MT, Habibi-khorassani SM, Beigbabaei A, Willis AC (2013) Al (H 2 PO 4) 3 as an efficient and reusable catalyst for the multi-component synthesis of highly functionalized piperidines and dihydro-2-oxypyrroles. J Iran Chem Soc 6:863–87110.1007/s13738-013-0222-8 ↗
100. Maleki A, Azadegan S (2017) Amine-functionalized silica-supported magnetic nanoparticles: preparation, characterization and catalytic performance in the chromene synthesis. J Inorg Organomet Polym Mater 27:714–71910.1007/s10904-017-0514-z ↗