Abstract
This paper reports a new and straightforward technique for the preparation of catalytically active palladium nanoparticle (Pd NPs) supported on the polymer surface derived from virgin polythene (Kaldnes Bio media filter) (Pd/KB nanocomposite). The morphology, structure and composition of Pd/KB nanocomposite were characterized by SEM, TEM, XRD, EDX and UV–Vis spectroscopy. The as-prepared catalyst presented excellent catalytic activity for the ligand-free oxidative hydroxylation of phenylboronic acid and Suzuki–Miyaura coupling reaction in water and ethanol as green solvents. In addition, the catalyst could be easily separated from the reaction mixture and reused four times with no loss of activity. The advantages of this eco-friendly protocol are using the cheap, clean, and nontoxic precursors, simple reaction setup, high yield of products and elimination of ligand and homogeneous catalysts.
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Zahed B, Hosseini-Monfared H (2015) Appl Surf Sci 328:536–547
Khade G, Suwarnkar M, Gavade N, Garadkar K (2015) J Mater Sci Mater Electron 26:3309–3315
Fekri LZ, Nikpassand M, Pour KH (2015) Curr Org Synth 12:76–79
Lin S, Cheng Y, Bobcombe Y, Jones KL, Liu J, Wiesner MR (2011) Environ Sci Technol 45(12):5209–5215
Signori AM, Santos KO, Eising R, Albuquerque BL (2010) Langmuir 26(22):17772–17779
Lei CX, Hu SQ, Shen GL, Yu RQ (2003) Talanta 59:981–988
Vigneshwaran N, Nachane RP, Balasubramanya RH, Varadarajan PV (2006) Carbohydr Res 341:2012–2018
Liuyun J, Yubao L, Li Z, Jianguo L (2008) J Mater Sci Mater Med 19:981–987
Nasrollahzadeh M, Issaabadi Z, Tohidi MM, Sajadi SM (2017) Chem Rec 17:1–66
Karimi B, Mansouri F, Mirzaei HM (2015) ChemCatChem 7:1736–1789
Capdeville R, Buchdunger E, Zimmermann J, Matter A (2002) Nat Rev Drug Discov 1:493–502
Lightowler S, Hird M (2005) Chem Mater 17:5538–5549
Tomori H, Fox JM, Buchwald SL (2000) J Org Chem 65:5334–5341
Moussa S, Siamaki AR, Gupton BF, Shall MSE (2012) ACS Catal 2:145–154
Nie R, Shi J, Du W, Hou Z (2014) Appl Catal A Gen 473:1–6
Sharma J, Akhtar M, Ameen S, Srivastava P, Singh G (2015) J Alloys Compd 632:321–325
Fakhri P, Jaleh B, Nasrollahzadeh M, J Mol Catal A Chem 383–384 (2014) 17–22
Baran T, Sargın I, Menteş A, Kaya M (2016) Appl Cat A Gen 523:12–20
Baran T, Yılmaz Baran N, Menteş A (2018) Appl Organometal Chem 32(2):e4076
Baran T, Yılmaz Baran N, Menteş A (2018) Appl Organometal Chem 32(2):e4075
Baran T, Sargın I, Kaya M, Menteş A (2016) J Mol Catal A Chem 420:216–221
Baran T, Sargın I, Kaya M, Mulerčikas P, Kazlauskaitė S, Menteş A (2018) Chem Eng J 331:102–113
Baran T, Açıksöz E, Menteş A (2015) J Mol Catal A Chem 407:47–52
Baran T (2018) Ultrason Sonochem 45:231–237
Yılmaz N, Baran T, Baran A, Menteş (2017) Appl Cat A Gen 531:36–44
Baran T, Menteş A (2017) J Mol Struct 1134:591–598
Baran T, Yılmaz Baran N, Menteş A (2018) Int J Biol Macromol 115:249–256
Baran T, Sargın I, Kaya M, Menteş A (2016) Carbohydr Polym 152:181–188
Yılmaz N, Baran T, Baran A, Menteş (2018) Carbohydr Polym 181:596–604
Baran T (2018) Carbohydr Polym 195:45–52
Baran T, Inanan T, Menteş A (2016) Carbohydr Polym 145:20–29
Baran T (2017) J Mol Struct 1141:535–541
Baran T (2017) J Colloid Interface Sci 496:446–455
Baran T, Yılmaz Baran N, Menteş A (2018) J Mol Struct 1160:154–160
Inamoto K, Nozawa K, Yonemoto M, Kondo Y (2011) Chem Commun 47:11775–11777
Cammidge AN, Goddard VHM, Schuber CPJ, Gopee H, Hughes DL, Lucas DG (2011) Org Lett 13:6034–6037
Hosoi K, Kuriyama Y, Inagi S, Fuchigami T (2010) Chem Commun 46:1284–1286
Nasrollahzadeh M, Issaabadia Z, Sajadi SM (2018) RSC Adv 8:3723–3735
Nasrollahzadeh M, Jaleh B, Fakhri P, Zahraei A, Ghadery E (2015) RSC Adv 5(4):2785–2793
Nasrollahzadeh M, Issaabadi Z, Khonakdar HA, Wagenknecht U (2018) Sep Purif Technol 203:185–192
Omidvar A, Jaleh B, Nasrollahzadeh M (2017) J Colloid Interface Sci 496:44–50
Ganeev RA, Boltaev GS, Tugushev RI, Usmanov T (2010) Appl Phys B 100:571–576
Butler MF, Donald AM, Bras W, Mant GR, Derbyshire GE, Ryan AJ (1995) Macromolecules 28(19):6383–6393
Pernites R, Vergara A, Yago A, Cui K, Advincula R (2011) Chem Commun 47:9810–9812
Bragg WH, Wl Bragg BA, Proc. R. Soc. Lond. A. 88 (1913) 428–438
Xu J, Wang X, Shao C, Su D, Cheng G, Hu Y (2010) Org Lett 12:1964–1967
Affrose A, Azath IA, Dhakshinamoorthy A, Pitchumani K (2014) J Mol Catal A Chem 395:500–505
Chatterjee N, Goswami A (2015) Tetrahedron Lett 56:1524–1527
Begum T, Gogoi A, Gogoi PK, Bora U (2015) Tetrahedron Lett 56:95–97
Yi H, Lei A (2017) Chem Eur J 23:10023–10027
Zou Y-Q, Chen J-R, Liu X-P, Lu L-Q, Davis RL, Jøgensen KA, Xiao W-J (2012) Angew Chem Int Ed 51:784–788
Nasrollahzadeh M, Sajadi SM, Maham M, Kohsari I (2018) Micropor Mesopor Mater 271:128–137
Wang L, Chai C (2009) J Mol Catal A Chem 306:97–101
Ren LZ, Meng LJ (2008) Express Polym Lett 4:251–255
Yu HW, Tong QS, Peng YR, Jia L, Shi JC, Jin ZL (2007) Chin Chem Lett 18:37–40
Kim J-W, Kim J-H, Lee D-H, Lee Y-S (2006) Tetrahedron Lett 47:4745–4748
Ubermana PM, Pérezb LA, Lacconib GI, Martín SE, J Mol Catal A Chem 363–364 (2012) 245–253
Firouzabadi H, Iranpoor N, Gholinejad M, Kazemi F (2011) RSC Adv 1:1013–1019
Byun J-W, Lee Y-S (2004) Tetrahedron Lett 45:1837–1840
Stevens PD, Li G, Fan J, Yen M, Gao Y (2005) Chem Commun 35:4435–4437
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We gratefully acknowledge from the Iranian Nano Council, Bu-Ali Sina University and University of Qom for the support of this work.
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Feizi Mohazzab, B., Jaleh, B., Nasrollahzadeh, M. et al. Journey on Greener Pathways via Synthesis of Pd/KB Polymeric Nanocomposite as a Recoverable Catalyst for the Ligand-Free Oxidative Hydroxylation of Phenylboronic Acid and Suzuki–Miyaura Coupling Reaction in Green Solvents. Catal Lett 149, 169–179 (2019). https://doi.org/10.1007/s10562-018-2583-1
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DOI: https://doi.org/10.1007/s10562-018-2583-1