Abstract
A well dispersed magnetically separable palladium complex (MNPs-phenanthroline-Pd) has been synthesized via the immobilization of palladium (II) complex on the surface of silica-coated magnetic nanoparticles modified with phenanthroline ligand. The as-fabricated MNPs-phenanthroline-Pd nanocatalyst was well characterized a series of spectroscopic techniques including FT-IR, SEM, TEM, EDX, TGA, XRD, VSM, AAS and ICP-OES. The SEM and TEM images of MNPs-phenanthroline-Pd at different magnification show that the catalyst is formed of nanometer-sized particles. The MNPs-phenanthroline-Pd nanocomposite was found to be an efficient catalyst for the synthesis of benzoxazoles, benzothiazoles and cyanation of aryl halides. The high efficiency and the ability to be recovered and reused for at least up to seven consecutive runs are some superior properties of the catalyst. SEM images of reused catalyst confirmed that there was no significant change in the morphology and dispersion of the particles.
Graphical Abstract
MNPs- phenanthroline-Pd catalyzed synthesis of benzoxazoles, benzothiazoles and nitriles
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References
Kazemi M (2020) Synth Commun 50:2114–2131
Nasrollahzadeh M, Sajadi SM (2016) J Colloid Interface Sci 464:147–152
Al-Shawi SG, Andreevna Alekhina N, Aravindhan S, Thangavelu L, Elena A, Viktorovna Kartamysheva N, Rafkatovna Zakieva R (2021) J Nanostruct 11:181–188
Hutapea S, Ghazi AlShawi S, Chen TC, You X, Bokov D, Abdelbasset WK, Suksatan W (2021). Sci Technol. https://doi.org/10.1590/fst.39721
Shalaby MN (2018) Int J Pharm Res Allied Sci 7:126–132
Bakht MA, Ansari MJ, Riadi Y, Ajmal N, Ahsan MJ, Yar MS (2016) J Mol Liq 224:1249–1255
Watandost H, Achak J, Haqmal A (2021) Int J Innov Res Sci Stud 4:191–199. https://doi.org/10.53894/ijirss.v4i4.77
Zhao C, Xi M, Huo J, He C (2021) Phy chem chem phy 23:23219–23224. https://doi.org/10.1039/D1CP03943A
Wang R, He C, Chen W, Fu L, Zhao C, Huo J, Sun C (2021) Nanoscale 13:19247–19254. https://doi.org/10.1039/D1NR06366A
Netam AK, Bhargava VP, Singh R, Sharma P (2021) J Complement Med Res 12:204–209
Bakhtadze V, Mosidze V, Machaladze T, Kharabadze N, Lochoshvili D, Pajishvili M (2020) Eur Chem Bull 9:75–77
Nasrollahzadeh M, Sajadi SM, Rostami-Vartooni A, Khalaj M (2015) J Colloid Interface Sci 453:237–243
Jaleh B, Koosha F, Dezfuli AO (2014) J Supercond Novel Magn 27:1065–1071
Khatami M, Alijani HQ, Fakheri B, Mobasseri MM, Heydarpour M, Farahani ZK, Khan AU (2019) J Clean Prod 208:1171–1177
Baran T, Nasrollahzadeh M (2019) Carbohydrate polymers 222:115029
Omidvar A, Jaleh B, Nasrollahzadeh M, Dasmeh HR (2017) Chem Eng Res Des 121:339–347
Johnson J, Shanmugam R, Lakshmi T (2022) J Popul Ther Clin Pharmacol 28:29–40. https://doi.org/10.47750/jptcp.2022.870
Nair KGS, Velmurugan R, Sukumaran SK (2020) J Pharm Negat Results 11:23–29. https://doi.org/10.4103/jpnr.JPNR_26_19
Mohammed W, Kadhim Alahmed SG, Al-mamoori AM (2021) Casp J Environ Sci 19:817–824
Shalaby MN, Sakoury MMA, Abdi E, Elgamal S, Elrkbwey S, Ramadan W, Taiar R (2021) Maced J Med Sci 9:934–940. https://doi.org/10.3889/oamjms.2021.7215
Shalaby MN, Sakoury MM, Kholif MA, Albadaly NIA (2020) J Adv Pharm Edu Res 10:140–144
Nasrollahzadeh M, Atarod M, Sajadi SM (2017) J Colloid Interface Sci 486:153–162
Kianfar E (2018) Russ J Appl Chem 91:1711–1720
Shalaby MN, Saad M, Akar S, Reda MAA, Shalgham A (2012) J Hum Kinet 35:69. https://doi.org/10.2478/v10078-012-0080-y
Shalaby M, Sakoury MMA, Harthi SM, Alshalawi FM, Alhajji MM, Alshaikh ZH, Aljaber AH (2020) Syst Rev Pharm 11:851–854. https://doi.org/10.31838/srp.2020.9.122
Xiong Q, Chen Z, Huang J, Zhang M, Song H, Hou X, Li X, Feng Z (2020) Rare Met 39:589–596. https://doi.org/10.1007/s12598-020-01385-6
Liu H, Li X (2021) Sun Z, Ma Z, M Li, Z Zhang, S Guo. Nano Lett 24:10284–10291. https://doi.org/10.1021/acs.nanolett.1c03381
Shalaby MN, Abdo Sakoury MM, Al-jameel SS, Alghamdi A (2021) J Hum Mov Sports Sci 9:1146–1156. https://doi.org/10.13189/saj.2021.090610
Huo J, Fu L, Zhao C, He C (2021) Chin Chem Lett 32:2269–2273. https://doi.org/10.1016/j.cclet.2020.12.059
Osanloo M, Amini SM, Sedaghat MM, Amani A (2019) J Pharm Negat Results 10:69–72. https://doi.org/10.4103/jpnr.JPNR1817
Bakhshkandi R, Ghoranneviss M (2019) J Res Sci Eng Technol 7:1–3
Veisi H, Hemmati S, Safarimehr P (2018) J Catal 365:204–212
Nguyen LHT, Nguyen TT, Nguyen HL, Doan TLH, Tran PH (2017) Catal Sci Technol 7:4346–4350
Patil MR, Bhanushali JT, Nagaraja BM, Keri RS (2018) CR Chim 21:399–407
Ingle V, Gorepatil P, Mane Y (2013) Synlett 24:2241–2244
Nguyen LH, Dang TD, Ngo QA, Nguyen TB (2020). Eur J Org Chem. https://doi.org/10.1002/ejoc.202000523
Nikitin OM, Polyakova OV (2016). New J Chem. https://doi.org/10.1039/c6nj02345b
Kianfar E (2019) Russ J Appl Chem 92:1094–1101
Ueda Y, Tsujimoto N, Yurino T, Tsurugi H, Mashima K (2018). Chem Sci. https://doi.org/10.1039/c8sc04437f
Pawar AM, Chang S (2014). Chem Commun. https://doi.org/10.1039/c3cc47926a
Acknowledgements
This work was supported by Qing Lan Project of Jiangsu Province, Research project of higher education reform in Jiangsu Province (2021JSJG462), Project of Philosophy and Social Science Research in Colleges and Universities in Jiangsu Province (2020SJA0704), Special project of teaching resource database of Fine Chemical Technology Specialty in Vocational Education of the Ministry of Education (2019-51-zx-01).
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Cai, Y., Yuan, H., Gao, Q. et al. Palladium (II) Complex Supported on Magnetic Nanoparticles Modified with Phenanthroline: A Highly Active Reusable Nanocatalyst for the Synthesis of Benzoxazoles, Benzothiazoles and Cyanation of Aryl Halides. Catal Lett 153, 460–476 (2023). https://doi.org/10.1007/s10562-022-03990-9
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DOI: https://doi.org/10.1007/s10562-022-03990-9