Citation: MA Hengchang, BAO Zhikang, HAN Guobin, YANG Ningning, XU Yufei, YANG Zengming, CAO Wei, MA Yuan. Nanoparticulate palladium catalyst stabilized by supported on feather keratin for Suzuki coupling reaction[J]. Chinese Journal of Catalysis, ;2013, 34(3): 578-584. doi: 10.1016/S1872-2067(11)60472-5 shu

Nanoparticulate palladium catalyst stabilized by supported on feather keratin for Suzuki coupling reaction

1.
Key Laboratory of Polymer Materials of Gansu Province, Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, Gansu, China

Corresponding author: MA Hengchang,
Received Date: 30 September 2012
Available Online: 23 October 2012
Fund Project: 国家自然科学基金(21202133). (21202133)

Palladium nanoparticlessupported in afeather keratin matrix were efficient catalyst for the coupling reactions of aryl bromides with arylboronic acid in aqueous medium under mild reaction conditions. The biopolymer-based catalyst demonstrated excellent activity for substrates with a wide range of functional groups. The product biaryls were precipitated from the reaction mixture with good to excellent yields and purities. The catalyst was recovered from the reaction solution easily by simple filtration, and can be reused at least seven times.
- Suzuki reaction,
- Nanoparticle,
- Feather keratin,
- Hydrophobic effect,
- Water
1. [1]
  [1] Schmid G.Chem Rev, 1992, 92: 1709
2. [2]
  [2] Sun T, Seff K.Chem Rev, 1994, 94: 857
3. [3]
  [3] Wen F, Zhang W, Wei G, Wang Y, Zhang J, Zhang M, Shi L.Chem Mater, 2008, 20: 2144
4. [4]
  [4] Alonso DA, Najera C.Chem Soc Rev, 2010, 39: 2891
5. [5]
  [5] Karbass N, Sans V, Garcia-Verdugo E, Burguete M, Luis SV. ChemCommun, 2006: 3095
6. [6]
  [6] Ogasawara S, Kato S.J Am Chem Soc, 2010, 132: 4608
7. [7]
  [7] Zheng Z, Li H, Liu T, Cao R.J Catal, 2010, 270: 268
8. [8]
  [8] Kochkar H, Aouine M, Ghorbel A, BerhaultG.J Phys Chem C, 2011, 115: 11364
9. [9]
  [9] Niu WX, Zhang L, Xu GB.ACS Nano, 2010, 4: 1987
10. [10]
  [10] Crespo-Quesada M, Andanson JM, Yarulin A, Lim B K, Xia Y N,Kiwi-Minsker L.Langmuir, 2011, 27: 7909
11. [11]
  [11] Karimi B, Akhavan PF.InorgChem, 2011, 50: 6063
12. [12]
  [12] Wen F, Zhang W, Wei G, Wang Y, Zhang J, Zhang M, Shi L.Chem Mater, 2008, 20: 2144
13. [13]
  [13] Yin MY, Yuan GL, Wu YQ, Huang MY, Jiang YY. J Mol Catal A, 1999, 147: 93
14. [14]
  [14] Zhou DQ, He M, Zhang YH, Huang MY, Jiang YY.Polym Adv Technol, 2003, 14: 287
15. [15]
  [15] Xu Y, Zhang L, Cui Y.J Appl Polym Science, 2008, 110: 2996
16. [16]
  [16] MolnárÁ. Chem Rev, 2011, 111: 2251
17. [17]
  [17] Gallon BJ, Kojima RW, Kaner RB, Diaconescu PL.Angew Chem, Int Ed, 2007, 46: 7251
18. [18]
  [18] Cho JK, Najman R, Dean TW, Ichihara O, Muller C, Bradley M.J Am Chem Soc, 2006, 128: 6276
19. [19]
  [19] Schweizer S, Becht JM, Le Drian C.Tetrahedron, 2010, 66: 765
20. [20]
  [20] Nishio R, Sugiura M, Kobayashi S.ChemAsian J, 2007, 2: 983
21. [21]
  [21] Zhang M, Zhang W.J Phys Chem C, 2008, 112: 6245
22. [22]
  [22] Ohtaka A, Teratani T, Fujii R, Ikeshita K, Shimomura O, Nomura R.Chem Commun, 2009: 7188
23. [23]
  [23] Kitade Y, Sako S, Tsutsui A, Monguchi Y, Maegawa T, SajikiH. AdvSynthCatal, 2010,352: 718
24. [24]
  [24] Wen F, Zhang W, Wei G, Wang Y, Zhang J, Zhang M, Shi L.Chem Mater, 2008, 20: 2144
25. [25]
  [25] Miyaura N, Suzuki A.Chem Rev, 1995, 95: 2457
26. [26]
  [26] Suzuki A.J Organomet Chem, 1999, 576: 147
27. [27]
  [27] Kotha S, Lahiri K, Kashinath D.Tetrahedron, 2002, 58: 9633
28. [28]
  [28] Franzen R, Xu Y.Can J Chem, 2005, 83: 266
29. [29]
  [29] Miyaura N.Top Curr Chem, 2002, 219: 11
30. [30]
  [30] Zhu M Y, Diao G W.J Phys Chem C, 2012,116: 1626
31. [31]
  [31] Pérez-Lorenzo Moisés.J Phys ChemLett,2012,3: 167
32. [32]
  [32] Hariprasad E, Radhakrishnan T P. ACS Catal,2012,2: 1179
33. [33]
  [33] Kim M J, Park J C, Kim A, Park K H, Song H. Langmuir,2012,28: 6441
34. [34]
  [34] Chtchigrovsky M, Lin Y, Ouchaou K, Chaumontet M, Robitzer M, Quignard F, Taran F. Chem Mater,2012,24: 1505
35. [35]
  [35] Wu S, Ma H C, Jia X J, Zhong Y M, Lei Z Q. Tetrahedron, 2011, 67:250
36. [36]
  [36] Spiridon I, Paduraru O M, Rudowski M, Kozlowski M, Darie R N.Ind Eng Chem Res,2012,51: 7279
37. [37]
  [37] Yin J, Rastogi S, Terry A E, Popescu C.Biomacromolecules,2007,8: 800
38. [38]
  [38] Hu C Y, Reddy N, Yan K, Yang Y Q.J Agric Food Chem,2011,59: 10517
39. [39]
  [39] Ullah A, Vasanthan T, Bressler D, Elias A L, Wu J P. Biomacromolecules, 2011,12: 3826
40. [40]
  [40] Jin E Q, Reddy N, Zhu Z F, Yang Y Q. J Agric Food Chem,2011,59: 1729
41. [41]
  [41] Poole A J, Church J S, Huson M G. Biomacromolecules,2009,10: 1
42. [42]
  [42] Li FY, Wang RM, He YF, Li XX, Song PF, Ying XC, Mao CW.J Control Release, 2011, 152: 92
43. [43]
  [43] Wang RM, Li FY, Wang XJ, Li QF, He YF, Wang YB.Funct Mater Lett, 2010, 3: 213
44. [44]
  [44] Park JC, Heo E J, Kim A, Kim M J, Park KH, Song H J.J Phys Chem C, 2011, 115: 15772
45. [45]
  [45] Bedford R B, Singh V G, Walton R I, Williams R T, Davis S A.Chem Mater, 2005, 17: 701
46. [46]
  [46] Zhang P, Weng Z H, Guo J, Wang C C.Chem Mater, 2011, 23: 5243
47. [47]
  [47] Niembro S, Vallribera A, Moreno-Mañas M.New J Chem, 2008, 32: 94
48. [48]
  [48] Lu F, Ruiz J, Astruc D.Tetrahedron Lett, 2004, 45: 9443
49. [49]
  [49] Barder T E, Walker S D, Martinelli JR, Buchwald SL.JAm Chem Soc,2005, 127:4685
50. [50]
  [50] Doucet H. Eur J Org Chem, 2008: 2013
51. [51]
  [51] Kinzel T, Zhang Y, Buchwald S. L.JAm Chem Soc,2010, 132:14073
52. [52]
  [52] Solodenko W,Schön U, Messinger J, Glinschert A, Kirschning A.Synlett, 2004, 10: 1699
53. [53]
  [53] Soomro S S, Rohlich C, Kohlerb K.AdvSynth Catal, 2011, 353: 767
54. [54]
  [54] Ruan J W, Xiao J L. Acc Chem Res, 2011, 44: 614
55. [55]
  [55] Wei G, Zhang W, Wen F, Wang Y, Zhang M. J Phys Chem C, 2008, 112, 10827
56. [56]
  [56] Chen W, Li P, Wang L.Tetrahedron, 2011, 67: 318
57. [57]
  [57] Mohanty S, Suresh D, Balakrishna M S, Mague J T.Tetrahedron, 2008, 64: 240
58. [58]
  [58] Leadbeater N E, Marco M. Org Lett, 2002, 4:2973
59. [59]
  [59] Kim J H, Kim J W, Shokouhimehr M, Lee Y. J Org Chem, 2005, 70: 6714
1. [1]
  Yongjie ZHANG , Bintong HUANG , Yueming ZHAI . Research progress of formation mechanism and characterization techniques of protein corona on the surface of nanoparticles. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2318-2334. doi: 10.11862/CJIC.20240247
2. [2]
  Senqiang Zhu , Ruohan Li , Yujia Yang , Jinzhi Liao , Rui Liu . 聚光成辉——Suzuki偶联反应高效制备聚集诱导发射荧光分子及其潜指纹识别应用. University Chemistry, 2026, 41(5): 109-119. doi: 10.12461/PKU.DXHX202511066
3. [3]
  Qing ZHANG , Kexin ZHOU , Yanjun GUO , Guangjun CHEN , Bai HE , Bo YU , Songshan JIANG , Guoyuan YUAN , Huidong QIU . Preparation, functional modification, and applications of Fe₃O₄ nanoparticles. Chinese Journal of Inorganic Chemistry, 2026, 42(7): 1383-1411. doi: 10.11862/CJIC.20250344
4. [4]
  Zhiran Duan , Haijing Qu , Xiangdong Xue . Construction and characterization of supramolecular assembly-based nanodrug delivery systems: a teaching practice in supramolecular chemistry experiment. University Chemistry, 2026, 41(7): 239-249. doi: 10.12461/PKU.DXHX202505021
5. [5]
  Zhuoya WANG , Le HE , Zhiquan LIN , Yingxi WANG , Ling LI . Multifunctional nanozyme Prussian blue modified copper peroxide: Synthesis and photothermal enhanced catalytic therapy of self-provided hydrogen peroxide. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2445-2454. doi: 10.11862/CJIC.20240194
6. [6]
  Wen WANG , Ying XU , Gang XIONG , Lixin YOU , Yaguang SUN . Pd-NHC-functionalized La-metal-organic framework for efficient Suzuki-Miyaura cross-coupling reaction. Chinese Journal of Inorganic Chemistry, 2026, 42(7): 1475-1484. doi: 10.11862/CJIC.20260025
7. [7]
  Huiying ZHANG , Ping LI , Weixia DONG , Zhiwen HU , Qifu BAO , Qizheng DONG , Mingmin BAI , Wenqi LI . Photocatalytic performance of spheroidal nano Bi₄Ti₃O₁₂ prepared by surfactant-assisted hydrothermal reaction. Chinese Journal of Inorganic Chemistry, 2026, 42(3): 551-561. doi: 10.11862/CJIC.20250269
8. [8]
  Xingyu Wang , Xijia Ren , Yulu Zhang , Yuewei Yang , Jingyan Yi , Yuan Li , Kai Guo . G蛋白偶联受体的生命叙事：从信号密码到健康卫士. University Chemistry, 2026, 41(10): 182-189. doi: 10.12461/PKU.DXHX202509101
9. [9]
  Zhuo WANG , Xiaotong LI , Zhipeng HU , Junqiao PAN . Three-dimensional porous carbon decorated with nano bismuth particles: Preparation and sodium storage properties. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 267-274. doi: 10.11862/CJIC.20240223
10. [10]
  Ke Qiu , Fengmei Wang , Mochou Liao , Kerun Zhu , Jiawei Chen , Wei Zhang , Yongyao Xia , Xiaoli Dong , Fei Wang . A Fumed SiO₂-based Composite Hydrogel Polymer Electrolyte for Near-Neutral Zinc-Air Batteries. Acta Physico-Chimica Sinica, 2024, 40(3): 2304036-0. doi: 10.3866/PKU.WHXB202304036
11. [11]
  Feng Gao , Yuxin Guo , Yunlong Liu , Shengyuan Li , Haifeng Li , Jiaxin Li , Sainan Li , Yongpeng Zhao , Gaihua He , Zhenkun Ren . Strain gradient and surface stress-mediated electromagnetic absorption in biocompatible hollow carbon nanofibers embedded with Ni nanoparticles. Acta Physico-Chimica Sinica, 2026, 42(11): 100407-0. doi: 10.1016/j.actphy.2026.100407
12. [12]
  Jiao CHEN , Yi LI , Yi XIE , Dandan DIAO , Qiang XIAO . Vapor-phase transport of MFI nanosheets for the fabrication of ultrathin b-axis oriented zeolite membranes. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 507-514. doi: 10.11862/CJIC.20230403
13. [13]
  Shuai Bi , Xixi Wang , Wei Zhai , Zhenyu Shi , Zijian Li , Li Zhai , An Zhang , Yuhui Tian , Ting Cheng , Yao Yao , Zhiying Wu , Jiawei Liu , Hua Zhang . Phase engineering of nanomaterials: from fundamentals to application frontiers. Acta Physico-Chimica Sinica, 2026, 42(3): 100188-0. doi: 10.1016/j.actphy.2025.100188
14. [14]
  Yanqiu LI , Fang ZHAO , Yang YANG , Jing YU . PtRu/N-doped carbon nanofiber: Preparation and hydrogen evolution performance for water electrolysis. Chinese Journal of Inorganic Chemistry, 2026, 42(5): 1003-1014. doi: 10.11862/CJIC.20250238
15. [15]
  Jianchun MA , Leyao ZHENG , Jiayu WANG , Qilin GUO , Ye ZHAO , Xiaofang MA , Xiangyi YUAN , Runsheng LÜ , Jianfeng JIA , Wenbo LU . Hydrogen evolution performance of light-assisted defect-rich MoS₂ nanoflowers for water electrolysis. Chinese Journal of Inorganic Chemistry, 2026, 42(10): 2138-2152. doi: 10.11862/CJIC.20260117
16. [16]
  Bizhu Shao , Huijun Dong , Yunnan Gong , Jianhua Mei , Fengshi Cai , Jinbiao Liu , Dichang Zhong , Tongbu Lu . Metal-Organic Framework-Derived Nickel Nanoparticles for Efficient CO₂ Electroreduction in Wide Potential Windows. Acta Physico-Chimica Sinica, 2024, 40(4): 2305026-0. doi: 10.3866/PKU.WHXB202305026
17. [17]
  Chenye An , Sikandaier Abiduweili , Xue Guo , Yukun Zhu , Hua Tang , Dongjiang Yang . Hierarchical S-scheme Heterojunction of Red Phosphorus Nanoparticles Embedded Flower-like CeO₂ Triggering Efficient Photocatalytic Hydrogen Production. Acta Physico-Chimica Sinica, 2024, 40(11): 2405019-0. doi: 10.3866/PKU.WHXB202405019
18. [18]
  Wan JIANG , Shiman ZHAO , Wenting ZHANG , Duihai TANG . Mo₂N nanoparticles encapsulated with N-doped carbon materials: Synthesis by solvent-free method and hydrogen evolution electrocatalytic performance. Chinese Journal of Inorganic Chemistry, 2026, 42(5): 906-916. doi: 10.11862/CJIC.20250348
19. [19]
  Yue Zhang , Bao Li , Lixin Wu . GO-Assisted Supramolecular Framework Membrane for High-Performance Separation of Nanosized Oil-in-Water Emulsions. Acta Physico-Chimica Sinica, 2024, 40(5): 2305038-0. doi: 10.3866/PKU.WHXB202305038
20. [20]
  Ji-Quan Liu , Huilin Guo , Ying Yang , Xiaohui Guo . Calculation and Discussion of Electrode Potentials in Redox Reactions of Water. University Chemistry, 2024, 39(8): 351-358. doi: 10.3866/PKU.DXHX202401031

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(1223)
HTML views(114)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142