Citation: Pei-Ying CHENG, Li-Hua ZHU, Chun-Xin LÜ, Jiang-Hua LIU, Wei ZHONG, Ya-Bing HE. Efficient aerobic oxidation of alcohols over Cu-Cu₂O nanoparticles supported on a porous polythiophene polymer[J]. Chinese Journal of Inorganic Chemistry, ;2023, 39(7): 1223-1234. doi: 10.11862/CJIC.2023.108 shu

Efficient aerobic oxidation of alcohols over Cu-Cu₂O nanoparticles supported on a porous polythiophene polymer

Pei-Ying CHENG ^{1, 2} ,
Li-Hua ZHU ^{1, 2} ,
Chun-Xin LÜ ² ,
Jiang-Hua LIU ³ ,
Wei ZHONG ^2,, ,
Ya-Bing HE ^1,,

1.
College of Chemistry and Materials Science, Zhejiang Normal University, Jinhua, Zhejiang 321004, China
2.
College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing, Zhejiang 314001, China
3.
Yanshan County Fire and Rescue Brigade of Yunnan, Wenshan, Yunnan 663100, China

Corresponding author: Wei ZHONG, weizhong@mail.zjxu.edu.cn Ya-Bing HE, heyabing@zjnu.cn
Received Date: 9 March 2023
Revised Date: 19 May 2023

Figures(9)

Porous organic polymer PTPA containing N, S heteroatoms has been prepared via oxidative coupling of thiophene. Then composite material Cu-Cu₂O/PTPA was synthesized via solvothermal method and fully characterized by infrared spectroscopy (IR), X-ray diffraction (XRD), thermogravimetric analysis (TGA), N₂ adsorption desorption, X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM), and high-resolution transmission electron microscopy (HRTEM). Under the mild conditions of 30 ℃ and open air, Cu-Cu₂O/PTPA showed good catalytic activity towards selective oxidation of benzyl, allyl, and heterocyclic alcohols employing 2, 2, 6, 6-tetramethylpiperidine 1-oxyl (TEMPO) as a co-catalyst and N-methylimidazole (NMI) as an auxiliary ligand. Due to the high content of N and S heteroatoms in the material, Cu-Cu₂O/PTPA showed excellent cycling stability for oxidation of benzyl alcohol, and the yield of product remained above 97% after 9 runs.
- Cu-based catalyst,
- porous organic polymers,
- selective oxidation of alcohols,
- cycling stability
1. [1]
  Fatiadi A J. Active manganese dioxide oxidation in organic chemistry-Part Ⅱ[J]. Synthesis, 1976,1976(3):133-167. doi: 10.1055/s-1976-23979
2. [2]
  Muzart J. Chromium-catalyzed oxidations in organic synthesis[J]. Chem. Rev., 1992,92(1):113-140. doi: 10.1021/cr00009a005
3. [3]
  Slot T K, Eisenberg D, van Noordenne D, Jungbacker P, Rothenberg G. Cooperative catalysis for selective alcohol oxidation with molecular oxygen[J]. Chem. Eur. J., 2016,22(35):12307-12311. doi: 10.1002/chem.201602964
4. [4]
  Ho W C, Chung K, Ingram A J, Waymouth R M. Pd-catalyzed aerobic oxidation reactions: Strategies to increase catalyst lifetimes[J]. J. Am. Chem. Soc., 2018,140(2):748-757. doi: 10.1021/jacs.7b11372
5. [5]
  Liu J J, Zou S H, Wu J C, Kobayashi H, Zhao H T, Fan J. Green catalytic oxidation of benzyl alcohol over Pt/ZnO in base-free aqueous medium at room temperature[J]. Chin. J. Catal., 2018,39(6):1081-1089. doi: 10.1016/S1872-2067(18)63022-0
6. [6]
  Guo Y J, Fan L P, Liu M R, Yang L, Fan G L, Li F. Nitrogen-doped carbon quantum dots-decorated Mg-Al layered double hydroxide-supported gold nanocatalysts for efficient base-free oxidation of benzyl alcohol[J]. Ind. Eng. Chem. Res., 2020,59(2):636-646. doi: 10.1021/acs.iecr.9b04296
7. [7]
  Li B X, Zhang B S, Nie S B, Shao L Z, Hu L Y. Optimization of plasmon-induced photocatalysis in electrospun Au/CeO₂ hybrid nanofibers for selective oxidation of benzyl alcohol[J]. J. Catal., 2017,348:256-264. doi: 10.1016/j.jcat.2016.12.025
8. [8]
  Wu P P, Cao Y X, Zhao L M, Wang Y, He Z K, Xing W, Bai P, Mintova S, Yan Z F. Formation of PdO on Au-Pd bimetallic catalysts and the effect on benzyl alcohol oxidation[J]. J. Catal., 2019,375:32-43. doi: 10.1016/j.jcat.2019.05.003
9. [9]
  Galvanin F, Sankar M, Cattaneo S, Bethell D, Dua V, Hutchings G J, Gavriilidis A. On the development of kinetic models for solvent-free benzyl alcohol oxidation over a gold-palladium catalyst[J]. Chem. Eng. J., 2018,342:196-210. doi: 10.1016/j.cej.2017.11.165
10. [10]
  Wilde C A, Ryabenkova Y, Firth I M, Pratt L, Railton J, Bravo-Sanchez M, Sano N, Cumpson P J, Coates P D, Liu X, Conte M. Novel rhodium on carbon catalysts for the oxidation of benzyl alcohol to benzaldehyde: A study of the modification of metal/support interactions by acid pre-treatments[J]. Appl. Catal. A-Gen., 2019,570:271-282. doi: 10.1016/j.apcata.2018.11.006
11. [11]
  Punniyamurthy T, Rout L. Recent advances in copper-catalyzed oxidation of organic compounds[J]. Coord. Chem. Rev., 2008,252(1/2):134-154.
12. [12]
  Allen S E, Walvoord R R, Padilla-Salinas R, Kozlowski M C. Aerobic copper-catalyzed organic reactions[J]. Chem. Rev., 2013,113(8):6234-6458. doi: 10.1021/cr300527g
13. [13]
  Finney L A, O'Halloran T V. Transition metal speciation in the cell: Insights from the chemistry of metal ion receptors[J]. Science, 2003,300(5621):931-936. doi: 10.1126/science.1085049
14. [14]
  Solomon E I, Sundaram U M, Machonkin T E. Multicopper oxidases and oxygenases[J]. Chem. Rev., 1996,96(7):2563-2606. doi: 10.1021/cr950046o
15. [15]
  Whittaker J W. Free radical catalysis by galactose oxidase[J]. Chem. Rev., 2003,103(6):2347-2364. doi: 10.1021/cr020425z
16. [16]
  Thomas F. Ten years of a biomimetic approach to the copper(Ⅱ) radical site of galactose oxidase[J]. Eur. J. Inorg. Chem., 2007(17):2379-2404.
17. [17]
  Lyons C T, Stack T D P. Recent advances in phenoxyl radical complexes of salen-type ligands as mixed-valent galactose oxidase models[J]. Coord. Chem. Rev., 2013,257(2):528-540. doi: 10.1016/j.ccr.2012.06.003
18. [18]
  Silva T F S, Martins L M D R S. Recent advances in copper catalyzed alcohol oxidation in homogeneous medium[J]. Molecules, 2020,25(3)748. doi: 10.3390/molecules25030748
19. [19]
  Hoover J M, Stahl S S. BPY-highly practical copper(Ⅰ)/TEMPO catalyst system for chemoselective aerobic oxidation of primary alcohols[J]. J. Am. Chem. Soc., 2011,133(42):16901-16910. doi: 10.1021/ja206230h
20. [20]
  Marais L, Swarts A J. Biomimetic Cu/nitroxyl catalyst systems for selective alcohol oxidation[J]. Catalysts, 2019,9(5)395. doi: 10.3390/catal9050395
21. [21]
  Zhu X, Yang D S, Wei W, Jiang M, Li L L, Zhu X B, You J M, Wang H. Magnetic copper ferrite nanoparticles/TEMPO catalyzed selective oxidation of activated alcohols to aldehydes under ligand- and base-free conditions in water[J]. RSC Adv., 2014,4(110):64930-64935. doi: 10.1039/C4RA14152K
22. [22]
  Zhao H, Chen Q R, Wei L, Jiang Y Y, Cai M Z. A highly efficient heterogeneous aerobic alcohol oxidation catalyzed by immobilization of bipyridine copper(Ⅰ) complex in MCM-41[J]. Tetrahedron, 2015,71(46):8725-8731. doi: 10.1016/j.tet.2015.09.054
23. [23]
  Feng C M, Cheng L, Ma H Y, Ma L S, Wu Q, Yang J C. Unraveling the mechanism of aerobic alcohol oxidation by a Cu/pytl-β-cyclodextrin/TEMPO catalytic system under air in neat water[J]. Inorg. Chem., 2021,60(18):14132-14141. doi: 10.1021/acs.inorgchem.1c01504
24. [24]
  Senthilkumar S, Zhong W, Natarajan M, Lu C X, Xu B Y, Liu X M. A green approach for aerobic oxidation of benzylic alcohols catalysed by Cu^Ⅰ-Y zeolite/TEMPO in ethanol without additional additives[J]. New J. Chem., 2021,45(2):705-713. doi: 10.1039/D0NJ03776A
25. [25]
  Chen T, Wang Z Z, Xiao W, Yi C F, Xu Z S. Polystyrene-supported Cu/2, 2, 6, 6-tetramethyl-1-piperidine-N-oxyl catalytic systems constructed by nanoprecipitation and their cooperative catalysis for benzyl alcohol oxidation[J]. ACS Appl. Polym. Mater., 2021,3(10):5171-5179. doi: 10.1021/acsapm.1c00909
26. [26]
  Chen T Y, Xiao W, Wang Z Z, Gan P F, Yi C F, Xu Z S. Pyrene-containing polymer-supported Cu/TEMPO catalytic systems: Aromatic stacking-enhanced cooperative catalysis[J]. J. Phys. Chem. C, 2022,126(1):309-316. doi: 10.1021/acs.jpcc.1c09972
27. [27]
  Najafishirtari S, Ortega K F, Douthwaite M, Pattisson S, Hutchings G J, Bondue C J, Tschulik K, Waffel D, Peng B, Deitermann M, Busser G W, Muhler M, Behrens M. A perspective on heterogeneous catalysts for the selective oxidation of alcohols[J]. Chem. Eur. J., 2021,27(68):16809-16833. doi: 10.1002/chem.202102868
28. [28]
  Tan L X, Tan B E. Hypercrosslinked porous polymer materials: Design, synthesis, and applications[J]. Chem. Soc. Rev., 2017,46(11):3322-3356. doi: 10.1039/C6CS00851H
29. [29]
  Wang Q, Astruc D. State of the art and prospects in metal-organic framework (MOF)-based and MOF-derived nanocatalysis[J]. Chem. Rev., 2020,120(2):1438-1511. doi: 10.1021/acs.chemrev.9b00223
30. [30]
  Debruyne M, Van Speybroeck V, Van Der Voort P, Stevens C V. Porous organic polymers as metal free heterogeneous organocatalysts[J]. Green Chem., 2021,23(19):7361-7434. doi: 10.1039/D1GC02319E
31. [31]
  Mohamed M G, El-Mahdy A F M, Kotp M G, Kuo S W. Advances in porous organic polymers: syntheses, structures, and diverse applications[J]. Mater. Adv., 2022,3(2):707-733. doi: 10.1039/D1MA00771H
32. [32]
  Zhang Z W, Jia J, Zhi Y F, Ma S, Liu X M. Porous organic polymers for light-driven organic transformations[J]. Chem. Soc. Rev., 2022,51(7):2444-2490. doi: 10.1039/D1CS00808K
33. [33]
  Zhan G L, Zhong W, Wei Z H, Liu Z Z, Liu X M. Roles of phenol groups and auxiliary ligand of copper(Ⅱ) complexes with tetradentate ligands in the aerobic oxidation of benzyl alcohol[J]. Dalton Trans., 2017,46(25):8286-8297. doi: 10.1039/C7DT01716B
34. [34]
  Liu Z Z, Shen Z Q, Zhang N, Zhong W, Liu X M. Aerobic oxidation of alcohols catalysed by Cu(Ⅰ)/NMI/TEMPO system and its mechanistic insights[J]. Catal. Lett., 2018,148(9):2709-2718. doi: 10.1007/s10562-018-2485-2
35. [35]
  Yang Y L, Zhong W, Ma R N, Lu C X, Shen Z Q, Liu X M, Zhang S H, Wang H M. Engineering the surface of cuprous oxide via surface coordination for efficient catalysis on aerobic oxidation of benzylic alcohols under ambient conditions[J]. Appl. Surf. Sci., 2021,543148840. doi: 10.1016/j.apsusc.2020.148840
36. [36]
  Ma R N, Xiao Z Y, Zhong W, Lu C X, Shen Z Q, Zhao D, Liu X M. The superiority of cuprous chloride to iodide in the selective aerobic oxidation of benzylic alcohols at ambient temperature[J]. Appl. Organomet. Chem., 2021,35(7).
37. [37]
  Xu B Y, Senthilkumar S, Zhong W, Shen Z Q, Lu C X, Liu X M. Magnetic core-shell Fe₃O₄@Cu₂O and Fe₃O₄@Cu₂O-Cu materials as catalysts for aerobic oxidation of benzylic alcohols assisted by TEMPO and N-methylimidazole[J]. RSC Adv., 2020,10(44):26142-26150. doi: 10.1039/D0RA04064A
38. [38]
  Ma J M, Xiao Z Y, Senthilkumar S, Zhong W, Shen Z Q, Lu C X, Jiang X J, Liu X M. Revealing the intrinsic nature of the synergistic effect caused by the formation of heterojunctions in Cu-Cu₂O/rGO-NH₂ nanomaterials in the catalysis of selective aerobic oxidation of benzyl alcohol[J]. Inorg. Chem., 2021,60(19):14540-14543. doi: 10.1021/acs.inorgchem.1c02385
39. [39]
  Ma J M, Zhong W, You L L, Pei Y, Lu C X, Xiao Z Y, Shen Z Q, Jiang X J, Qian N L, Liu X M, Zhang S H. Band bending caused by forming heterojunctions in Cu-Cu₂O/rGO-NH₂ semiconductor materials and surface coordination of N-methylimidazole, and the intrinsic nature of synergistic effect on the catalysis of selective aerobic oxidation of alcohols[J]. Appl. Surf. Sci., 2022,605154563. doi: 10.1016/j.apsusc.2022.154563
40. [40]
  Wei F, Lu C F, Wang F Y, Yang G C, Chen Z X, Nie J Q. A novel functionalized porous polythiophene polymer network for Au catalyst deposition[J]. Mater. Lett., 2018,212:251-255. doi: 10.1016/j.matlet.2017.10.103
41. [41]
  Zhao Y X, Li Y P, He Z Y, Yan Z F. Facile preparation of Cu-Cu₂O nanoporous nanoparticles as a potential catalyst for non-enzymatic glucose sensing[J]. RSC Adv., 2013,3(7):2178-2181. doi: 10.1039/c2ra22654e
42. [42]
  Wang A J, Feng J J, Li Z H, Liao Q C, Wang Z Z, Chen J R. Solvothermal synthesis of Cu/Cu₂O hollow microspheres for non-enzymatic amperometric glucose sensing[J]. CrystEngComm, 2012,14(4):1289-1295. doi: 10.1039/C1CE05869J
43. [43]
  Lan X W, Li Q, Zhang Y Z, Li Q, Ricardez-Sandoval L, Bai G Y. Engineering donor-acceptor conjugated organic polymers with boron nitride to enhance photocatalytic performance towards visible-light-driven metal-free selective oxidation of sulfides[J]. Appl. Catal. B-Environ., 2020,277119274. doi: 10.1016/j.apcatb.2020.119274
44. [44]
  Sharma A S, Kaur H, Shah D. Selective oxidation of alcohols by supported gold nanoparticles: Recent advances[J]. RSC Adv., 2016,6(34):28688-28727. doi: 10.1039/C5RA25646A
45. [45]
  Feng C M, Cheng L, Ma H Y, Ma L S, Wu Q, Yang J C. Unraveling the Mechanism of Aerobic Alcohol oxidation by a Cu/pytl-β-cyclodextrin/TEMPO catalytic system under air in neat water[J]. Inorg. Chem., 2021,60(18):14132-14141. doi: 10.1021/acs.inorgchem.1c01504
46. [46]
  Feng X, Lv P P, Sun W, Han X Y, Gao L F, Zheng G G. Reduced graphene oxide-supported Cu nanoparticles for the selective oxidation of benzyl alcohol to aldehyde with molecular oxygen[J]. Catal. Commun., 2017,99:105-109. doi: 10.1016/j.catcom.2017.05.013
47. [47]
  Rana S, Jonnalagadda S B. Cu doped amine functionalized graphene oxide and its scope as catalyst for selective oxidation[J]. Catal. Commun., 2017,100:183-186. doi: 10.1016/j.catcom.2017.07.002
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Efficient aerobic oxidation of alcohols over Cu-Cu2O nanoparticles supported on a porous polythiophene polymer

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Efficient aerobic oxidation of alcohols over Cu-Cu₂O nanoparticles supported on a porous polythiophene polymer