C−C Coupling of Aryl Chlorides and Reduction of Nitroarenes to Amines Employing Recyclable Heterogeneous Green Catalysts
Source abstract
Abstract
Abstract Two new isostructural inorganic coordination polymers, [M(C14H8O6)(C10H8N2)2H2O)] ⋅ (C3H7NO), (M=Co, Ni) were prepared employing 2, 5‐bis(prop‐2‐yn‐1‐yloxy)terephthalic acid (2,5 BPTA) and 4,4′ bipyridine as ligands. The connectivity between the metal‐centers and the ligands give rise to a two‐dimensional layer structure. The Ni‐containing one has higher stability compared to the Co‐containing one. The Co‐containing compound, 1, was heated in Ar‐atmosphere to prepare Co‐nanoparticles, supported over graphitic carbon. The Co@C−T compounds were found to be active for the Bechamp reaction of reduction of nitroarenes to aminoarenes under solvent‐free condition with good yields and recyclability. The Ni‐containing compound, 2 was loaded with Pd‐nanoparticles by known procedures. The Pd@2 samples were found to be a good catalyst for the Suzuki‐Miyaura C−C coupling of chloroarenes in ethanol at 75 °C in good yield. The present work demonstrates a clean approach for the preparation of new heterogeneous catalysts for the reduction of nitroarenes and especially towards activating chloro‐arenes under recyclable reaction conditions. These catalysts and the reactions are green as the Bechamp reaction employing the Co@C−T catalysts was carried out under solvent‐free conditions and the Pd@2 catalysis employing environmentally benign ethanol.
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Research context
OpenAlex topics: Nanomaterials for catalytic reactions · Metal-Organic Frameworks: Synthesis and Applications · Advanced Photocatalysis Techniques
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
Solid State and Structural Chemistry Unit Indian Institute of Science Bangalore 560012 India
References (100+)
Show source-provided references
1.
2. 10.1039/C4CS90059F10.1039/C4CS90059F ↗
3. 10.1021/acsami.8b0057310.1021/acsami.8b00573 ↗
4. 10.1007/s12039-012-0239-z10.1007/s12039-012-0239-z ↗
5. 10.1126/science.123044410.1126/science.1230444 ↗
6. 10.1039/b200393g10.1039/b200393g ↗
7. D. Farrusseng Metal-Organic Frame-works: Applications from Catalysis to Gas Storage Wiley-VCH Weinheim 2011.10.1002/9783527635856 ↗
8.
9. 10.1039/C9NJ03224J10.1039/C9NJ03224J ↗
10. 10.1002/adfm.20060094410.1002/adfm.200600944 ↗
11. 10.1021/jacs.8b0031310.1021/jacs.8b00313 ↗
12. 10.1002/adma.20170518910.1002/adma.201705189 ↗
13. 10.1002/adfm.20200629110.1002/adfm.202006291 ↗
14. 10.1021/jp062238110.1021/jp0622381 ↗
15.
16. 10.1002/anie.20110856510.1002/anie.201108565 ↗
17. 10.1002/ange.20110856510.1002/ange.201108565 ↗
18. 10.1039/D1SC02833B10.1039/D1SC02833B ↗
19. 10.1039/C6TA00343E10.1039/C6TA00343E ↗
20.
21. 10.1021/acscatal.0c0039910.1021/acscatal.0c00399 ↗
22. 10.1021/acs.cgd.8b0146210.1021/acs.cgd.8b01462 ↗
23. 10.1021/ja806818a10.1021/ja806818a ↗
24. 10.1039/c0cc03987j10.1039/c0cc03987j ↗
25. 10.1002/anie.19940913110.1002/anie.199409131 ↗
26.
27. 10.1038/2459210.1038/24592 ↗
28. 10.1021/ja029336u10.1021/ja029336u ↗
29.
30. J. M. Thomas T. W. J. Principles and practice of heterogeneous catalysis JohnWiley & Sons.2014;
31. J. A. Anderson Supported metals in catalysis World Scientific.2012;10.1142/9781848166783 ↗
32. U. Heiz E. L. Bullock J. Mater. Chem.2004 14 564–577;10.1039/b313560h ↗
33. J. H. Kwak L. Kovarik J. Szanyi ACS Catal.2013 3 2094–2100.10.1021/cs4001392 ↗
34.
35. T. Mitsudome K. Nose K. Mori T. Mizugaki K. Ebitani K. Jitsukawa K. Kaneda Angew. Chem. Int. Ed.2007 46 3288–3290;Angew. Chem.2007 119 3352–3354;10.1002/anie.200604644 ↗
36. E. A. Emam Clays as Catalysts in Petroleum Refining Industry ARPN Journal of Science and Technology.2013;
37. M. W. Roberts Catal. Lett.2000 67 67–73.10.1023/A:1016639309700 ↗
38.
39. 10.1021/ja407536910.1021/ja4075369 ↗
40. 10.1021/acssuschemeng.8b0488310.1021/acssuschemeng.8b04883 ↗
41. 10.1016/j.jcat.2018.12.00510.1016/j.jcat.2018.12.005 ↗
42. 10.1021/acsami.6b0416910.1021/acsami.6b04169 ↗
43.
44. 10.1002/adma.20140062010.1002/adma.201400620 ↗
45. 10.1002/anie.20120990310.1002/anie.201209903 ↗
46. 10.1002/ange.20120990310.1002/ange.201209903 ↗
47. 10.1021/acs.cgd.6b0121110.1021/acs.cgd.6b01211 ↗
48. 10.1038/nmat491010.1038/nmat4910 ↗
49.
50. 10.1016/j.molliq.2019.11105910.1016/j.molliq.2019.111059 ↗
51. 10.1002/asia.20190002610.1002/asia.201900026 ↗
52. 10.1039/C5CS00038F10.1039/C5CS00038F ↗
53. 10.1039/C8SC02807A10.1039/C8SC02807A ↗
54. 10.1021/jp051066p10.1021/jp051066p ↗
55. 10.1021/acs.inorgchem.1c0227710.1021/acs.inorgchem.1c02277 ↗
56. 10.1039/C5CC01131K10.1039/C5CC01131K ↗
57. A. Béchamp De l'action des protosels de fer sur la nitronaphtaline et la nitrobenzine;: nouvelle méthode de formation des bases orgnaiques artificielles de zinin 1854.
58.
59. 10.1038/s41598-017-03950-z10.1038/s41598-017-03950-z ↗
60. 10.1021/ic00295a00610.1021/ic00295a006 ↗
61.
62. 10.1021/cg301873m10.1021/cg301873m ↗
63. 10.1021/ja203898s10.1021/ja203898s ↗
64.
65. 10.1039/C9RA01786K10.1039/C9RA01786K ↗
66. 10.1016/j.jhazmat.2016.03.08910.1016/j.jhazmat.2016.03.089 ↗
67. 10.1016/j.apsusc.2010.10.05110.1016/j.apsusc.2010.10.051 ↗
68.
69. 10.1039/C4NR02777A10.1039/C4NR02777A ↗
70. 10.1021/acsomega.1c0624410.1021/acsomega.1c06244 ↗
71. 10.1016/j.mcat.2021.11206810.1016/j.mcat.2021.112068 ↗
72. 10.1021/cr00039a00710.1021/cr00039a007 ↗
73.
74. 10.1039/C8CC08592G10.1039/C8CC08592G ↗
75. 10.1039/C4SC01847H10.1039/C4SC01847H ↗
76. 10.1002/asia.20170048510.1002/asia.201700485 ↗
77. 10.1021/acs.inorgchem.5b0219610.1021/acs.inorgchem.5b02196 ↗
78.
79. 10.1039/C7DT02889J10.1039/C7DT02889J ↗
80. 10.1007/s12039-014-0683-z10.1007/s12039-014-0683-z ↗
81.
82. 10.1039/C4TA06516F10.1039/C4TA06516F ↗
83. 10.1002/smll.20200015810.1002/smll.202000158 ↗
84. 10.1016/j.talanta.2021.12252610.1016/j.talanta.2021.122526 ↗
85. 10.1016/j.chemosphere.2015.03.02510.1016/j.chemosphere.2015.03.025 ↗
86. 10.1002/chem.20150368510.1002/chem.201503685 ↗
87. Bruker A. P. E. X. 2 S. X. B. A.Inc. Madison Wisconsin USA 2007.
88. Bruker S. B. A.Inc. Bruker SADABS Bruker AXS Inc.Madison Wisconsin USA 2001.
89. G. M. Sheldrick SHELXS-97 Program for crystal structure solution and refinement University of Gçttingen Germany 1997.
90. 10.1107/S205322961402492910.1107/S2053229614024929 ↗
91. 10.1021/nn501853g10.1021/nn501853g ↗
92.
93. 10.1021/acs.inorgchem.7b0147110.1021/acs.inorgchem.7b01471 ↗
94. 10.1021/ic300289810.1021/ic3002898 ↗
95. 10.1021/acsami.8b1347210.1021/acsami.8b13472 ↗
96.
97. 10.1002/adma.20070130110.1002/adma.200701301 ↗
98. 10.1146/annurev.physchem.040808.09043410.1146/annurev.physchem.040808.090434 ↗
99.
100. 10.1021/nl050882610.1021/nl0508826 ↗