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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Ru Nanoparticle Intercalated Montmorillonite Clay Catalytic System for the Reduction of Aliphatic/Aromatic Nitro Compounds

Author(s): Om Prakash*, Bhawana Jangir* and Vivek Srivastava*

Volume 20, Issue 2, 2023

Published on: 06 September, 2022

Page: [154 - 166] Pages: 13

DOI: 10.2174/1570178619666220822164512

Price: $65

Abstract

The Ru exchanged MMT clay was synthesized with different Ru metal stacking using the wet impregnation method. All the developed materials were analyzed with advanced analytical techniques. All the data were found in good agreement with each other. Furthermore, all the catalysts were tested for the reduction of aromatic and aliphatic nitro compounds to the corresponding amines in conventional and ionic liquid reaction mediums. The amines were easily isolated with simple ether washing in ionic liquid medium, and the catalyst was recycled up to 8 times. Various amines were also synthesized using the proposed methodology, having direct importance as building blocks of several biologically active compounds.

Keywords: Ru metal, Amine, Nitro group, Reduction, Ionic liquid, High-pressure reaction condition

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[1]
Goksu, H.; Sert, H.; Kilbas, B.; Sen, F. Curr. Org. Chem., 2017, 21(9), 794-820.
[http://dx.doi.org/10.2174/1385272820666160525123907]
[2]
Sukhorukov, A.Y. Front Chem., 2020, 8, 595246.
[http://dx.doi.org/10.3389/fchem.2020.595246] [PMID: 33195101]
[3]
Lara, P.; Philippot, K. Catal. Sci. Technol., 2014, 4(8), 2445-2465.
[http://dx.doi.org/10.1039/C4CY00111G]
[4]
Thirukovela, N.S.; Nukala, S.K.; Sirassu, N.; Manchal, R.; Gundepaka, P.; Paidakula, S. ChemistrySelect, 2020, 5(39), 12317-12319.
[http://dx.doi.org/10.1002/slct.202002786]
[5]
Bassetto, M.; Ferla, S.; Pertusati, F.; Kandil, S.; Westwell, A.D.; Brancale, A.; McGuigan, C. Eur. J. Med. Chem., 2016, 118, 230-243.
[http://dx.doi.org/10.1016/j.ejmech.2016.04.052] [PMID: 27131065]
[6]
Zubar, V.; Dewanji, A.; Rueping, M. Org. Lett., 2021, 23(7), 2742-2747.
[http://dx.doi.org/10.1021/acs.orglett.1c00659] [PMID: 33754743]
[7]
Orlandi, M.; Brenna, D.; Harms, R.; Jost, S.; Benaglia, M. Org. Process Res. Dev., 2018, 22(4), 430-445.
[http://dx.doi.org/10.1021/acs.oprd.6b00205]
[8]
Adams, R.; Cohen, F.L.; Rees, O.W. J. Am. Chem. Soc., 1927, 49(4), 1093-1099.
[http://dx.doi.org/10.1021/ja01403a035]
[9]
Brooks, N.M. Bull. Hist. Chem., 2002, 27, 1867.
[10]
Johnston, W. Biotech. Histochem., 2008, 83(2), 83-87.
[http://dx.doi.org/10.1080/10520290802136793] [PMID: 18568682]
[11]
Yaghmaei, M.; Lanterna, A.E.; Scaiano, J.C. iScience, 2021, 24(12), 103472.
[http://dx.doi.org/10.1016/j.isci.2021.103472] [PMID: 34950857]
[12]
Wienhöfer, G.; Sorribes, I.; Boddien, A.; Westerhaus, F.; Junge, K.; Junge, H.; Llusar, R.; Beller, M. J. Am. Chem. Soc., 2011, 133(32), 12875-12879.
[http://dx.doi.org/10.1021/ja2061038] [PMID: 21740024]
[13]
Zhao, L.; Hu, C.; Cong, X.; Deng, G.; Liu, L.L.; Luo, M.; Zeng, X. J. Am. Chem. Soc., 2021, 143(3), 1618-1629.
[http://dx.doi.org/10.1021/jacs.0c12318] [PMID: 33412858]
[14]
Gopalsamy Selvaraj, G.; Selvarasu, U.; Kasi, V.; Koppala, S.; Karthikeyan, P. Sustain. Chem. Pharm., 2022, 27, 100668.
[http://dx.doi.org/10.1016/j.scp.2022.100668]
[15]
Gattermann, L.; McCartney, W. Nature, 2020, 147-180.
[16]
Mahata, S.; Sahu, A.; Shukla, P.; Rai, A.; Singh, M.; Rai, V.K. New J. Chem., 2018, 42(3), 2067-2073.
[http://dx.doi.org/10.1039/C7NJ04732K]
[17]
Fu, H.; Zhu, D. Environ. Sci. Technol., 2013, 47(9), 4204-4210.
[http://dx.doi.org/10.1021/es304872k] [PMID: 23561007]
[18]
Blaser, H.U.; Steiner, H.; Studer, M. ChemCatChem, 2009, 1(2), 210-221.
[http://dx.doi.org/10.1002/cctc.200900129]
[19]
Datta, K.J.; Rathi, A.K.; Gawande, M.B.; Ranc, V.; Zoppellaro, G.; Varma, R.S.; Zboril, R. ChemCatChem, 2016, 8(14), 2351-2355.
[http://dx.doi.org/10.1002/cctc.201600296]
[20]
Kadam, H.K.; Tilve, S.G. RSC Advances, 2015, 5(101), 83391-83407.
[http://dx.doi.org/10.1039/C5RA10076C]
[21]
Gupta, U.; Krishnapriya, R.; Sharma, R.K. ChemPlusChem, 2021, 86(4), 540-548.
[http://dx.doi.org/10.1002/cplu.202000760] [PMID: 33369219]
[22]
Iordanidou, D.; Zarganes-Tzitzikas, T.; Neochoritis, C.G.; Dömling, A.; Lykakis, I.N. ACS Omega, 2018, 3(11), 16005-16013.
[http://dx.doi.org/10.1021/acsomega.8b02749] [PMID: 30533584]
[23]
Srivastava, V. Catalysis Lett., 2014, 12, 2221-2226.
[24]
Khan, F.A.; Yaqoob, S.; Nasim, N.; Wang, Y.; Usman, M.; Isab, A.A.; Altaf, M.; Sun, B.; el Azab, I.H.; El-Seedi, H.R. Catalysts, 2021, 11, 66.
[25]
Ramprakash Upadhyay, P.; Srivastava, V. Curr. Catal., 2016, 5(3), 162-181.
[http://dx.doi.org/10.2174/2211544705666160624082343]
[26]
Gautam, P.; Srivastava, V. Nanostruct. SmartMater., 2021, 2021, 109-129.
[http://dx.doi.org/10.1201/9781003130468-7]
[27]
Upadhyay, P.; Srivastava, V. RSC Advances, 2015, 5(1), 740-745.
[http://dx.doi.org/10.1039/C4RA12324G]
[28]
Wai, K.N.; Banker, G.S. J. Pharm. Sci., 1966, 55(11), 1215-1220.
[http://dx.doi.org/10.1002/jps.2600551110] [PMID: 4381893]
[29]
Allen, A.D.; Senoff, C.V. Can. J. Chem., 1967, 45(12), 1337-1341.
[http://dx.doi.org/10.1139/v67-220]
[30]
Mourdikoudis, S.; Pallares, R.M.; Thanh, N.T.K. Nanoscale, 2018, 10(27), 12871-12934.
[http://dx.doi.org/10.1039/C8NR02278J] [PMID: 29926865]
[31]
Fang, Y.; Li, J.; Togo, T.; Jin, F.Y.; Xiao, Z.F.; Liu, L.J.; Drake, H.; Lian, X.Z.; Zhou, H-C. Chem, 2018, 4(3), 555-563.
[http://dx.doi.org/10.1016/j.chempr.2018.01.004]
[32]
Gregor, L.; Reilly, A.K.; Dickstein, T.A.; Mazhar, S.; Bram, S.; Morgan, D.G.; Losovyj, Y.; Pink, M.; Stein, B.D.; Matveeva, V.G.; Bronstein, L.M. ACS Omega, 2018, 3(11), 14717-14725.
[http://dx.doi.org/10.1021/acsomega.8b02382] [PMID: 31458148]
[33]
Manaenkov, O.V.; Mann, J.J.; Kislitza, O.V.; Losovyj, Y.; Stein, B.D.; Morgan, D.G.; Pink, M.; Lependina, O.L.; Shifrina, Z.B.; Matveeva, V.G.; Sulman, E.M.; Bronstein, L.M. ACS Appl. Mater. Interfaces, 2016, 8(33), 21285-21293.
[http://dx.doi.org/10.1021/acsami.6b05096] [PMID: 27484222]
[34]
Alekseeva, O.; Noskov, A.; Grishina, E.; Ramenskaya, L.; Kudryakova, N.; Ivanov, V.; Agafonov, A. Materials (Basel), 2019, 12(16), 2578.
[http://dx.doi.org/10.3390/ma12162578] [PMID: 31412560]
[35]
Pârvulescu, V.I.; Hardacre, C. Chem. Rev., 2007, 107(6), 2615-2665.
[http://dx.doi.org/10.1021/cr050948h] [PMID: 17518502]
[36]
Yao, Y.; Izumi, R.; Tsuda, T.; Oshima, Y.; Imanishi, A.; Oda, N.; Kuwabata, S. ACS Appl. Energy Mater., 2019, 2(7), 4865-4872.
[http://dx.doi.org/10.1021/acsaem.9b00561]
[37]
Do, I.; Drzal, L.T. ACS Appl. Mater. Interfaces, 2014, 6(15), 12126-12136.
[http://dx.doi.org/10.1021/am5012832] [PMID: 25036977]
[38]
Zhao, X.; Hu, Y.; Liang, L.; Liu, C.; Liao, J.; Xing, W. Int. J. Hydrogen Energy, 2012, 37(1), 51-58.
[http://dx.doi.org/10.1016/j.ijhydene.2011.09.075]
[39]
Zhang, L.R.; Yi, F.P.; Zhang, X.; Zou, J.Z. J. Chem. Res., 2012, 36(7), 418-420.
[http://dx.doi.org/10.3184/174751912X13374255642515]
[40]
Bates, E.D.; Mayton, R.D.; Ntai, I.; Davis, J.H., Jr J. Am. Chem. Soc., 2002, 124(6), 926-927.
[http://dx.doi.org/10.1021/ja017593d] [PMID: 11829599]
[41]
Doblinger, S.; Silvester, D.S.; Costa Gomes, M. Fluid Phase Equilib., 2021, 549, 113211.
[http://dx.doi.org/10.1016/j.fluid.2021.113211]
[42]
Kandil, S.B.; McGuigan, C.; Westwell, A.D. Molecules, 2020, 26(1), 56.
[http://dx.doi.org/10.3390/molecules26010056] [PMID: 33374450]
[43]
Sankar, H.; Dibakar, K. Indian J. Chem. Technol., 2003, 10(1), 60-62.
[44]
Sun, S.; Quan, Z.; Wang, X. RSC Advances, 2015, 5(103), 84574-84577.
[http://dx.doi.org/10.1039/C5RA17731F]
[45]
Hwu, J.R.; Wong, F.F.; Shiao, M.J.; Shiao, M. J. Org. Chem., 1992, 57(19), 5254-5255.
[http://dx.doi.org/10.1021/jo00045a047]
[46]
Yong, R.N.; Desjardins, S.; Farant, J.P.; Simon, P. Appl. Clay Sci., 1997, 12(1-2), 93-110.
[http://dx.doi.org/10.1016/S0169-1317(96)00043-9]
[47]
dos Santos, D.J.V.A.; Cordeiro, M.N.D.S. Mol. Simul., 2015, 41(5-6), 455-462.
[http://dx.doi.org/10.1080/08927022.2014.986122]
[48]
Bystrov, S.S.; Matveev, V.V.; Chernyshev, Y.S. Balevičius, V.; Chizhik, V.I. J. Phys. Chem. B, 2019, 123(10), 2362-2372.
[http://dx.doi.org/10.1021/acs.jpcb.8b11250] [PMID: 30779569]
[49]
Hu, Z.N.; Ai, Y.; Liu, L.; Chen, Y.; Song, X.; Li, J.; Yu, J.; Tian, H.; Guo, R.; Sun, H.; Hu, J.; Liang, Q. ChemistrySelect, 2019, 4(31), 8960-8967.
[http://dx.doi.org/10.1002/slct.201902295]
[50]
Corma, A.; Serna, P. Available from: https://www.jstor.org/stable/3846644 (Accessed on: Mar 25, 2022).
[51]
Yang, Q.; Zhang, H.Y.; Wang, L.; Zhang, Y.; Zhao, J. ACS Omega, 2018, 3(4), 4199-4212.
[http://dx.doi.org/10.1021/acsomega.8b00157] [PMID: 31458654]
[52]
Xu, Y.; Long, J.; Zhao, W.; Li, H.; Yang, S. Front Chem., 2019, 7, 590.
[http://dx.doi.org/10.3389/fchem.2019.00590] [PMID: 31508411]

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