Citation: Zhifeng Dai, Fang Chen, Qi Sun, Yanyan Ji, Liang Wang, Xiangju Meng, Feng-Shou Xiao. A Pd-metalated porous organic polymer as a highly efficient heterogeneous catalyst for C-C couplings[J]. Chinese Journal of Catalysis, ;2016, 37(1): 54-60. doi: 10.1016/S1872-2067(15)60952-4 shu

A Pd-metalated porous organic polymer as a highly efficient heterogeneous catalyst for C-C couplings

  • Corresponding author: Xiangju Meng, 
  • Received Date: 20 May 2015
    Available Online: 28 June 2015

    Fund Project: 国家自然科学基金(21422306, 21203165, 21403193) (21422306, 21203165, 21403193) 中央高校基本科研业务费专项资金(2015XZZX004-04). (2015XZZX004-04)

  • An efficient catalyst system based on a Pd-metalated porous organic polymer bearing phenanthroline ligands was designed and synthesized. This catalyst was applied to various C-C bond-forming reactions, including the Suzuki, Heck and Sonogashira couplings, and afforded the corresponding products while exhibiting excellent activities and selectivities. More importantly, this catalyst can be readily recycled. These features show that such catalysts have significant potential applications in the future.
  • 加载中
    1. [1]

      [1] F. Diederich, A. de Meijere, Metal-Catalyzed Cross-Coupling Reactions, 2nd ed., Wiley-VCH, Weinheim, 2004, 4.

    2. [2]

      [2] L. X. Yin, J. Liebscher, Chem. Rev., 2007, 107, 133.

    3. [3]

      [3] N. Miyaura, A. Suzuki, Chem. Rev., 1995, 95, 2457.

    4. [4]

      [4] C. M. Wei, C. J. Li, J. Am. Chem. Soc., 2003, 125, 9584.

    5. [5]

      [5] J. Magano, J. R. Dunetz, Chem. Rev., 2011, 111, 2177.

    6. [6]

      [6] N. E. Leadbeater, M. Marco, Chem. Rev., 2002, 102, 3217.

    7. [7]

      [7] W. Watanabe, T. Maekawa, Y. Miyazaki, T. Kida, K. Takeshita, A. Mori, Chem Asian J., 2012, 7, 1679.

    8. [8]

      [8] M. Bakherad, A. Keivanloo, S. Samangooei, Chin. J. Catal., 2014, 35, 324.

    9. [9]

      [9] C. E. Garrett, K. Prasad, Adv. Synth. Catal., 2004, 346, 889.

    10. [10]

      [10] C. J. Welch, J. Albaneze-Walker, W. R. Leonard, M. Biba, J. DaSilva, D. Henderson, B. Laing, D. J. Mathre, S. Spencer, X. D. Bu, T. B. Wang, Org. Process Res. Dev., 2005, 9, 198.

    11. [11]

      [11] H. U. Blaser, A. Indolese, A. Schnyder, H. Steiner, M. Studer, J. Mol. Catal. A, 2001, 173, 3.

    12. [12]

      [12] B. M. Bhanage, M. Arai, Catal. Rev., 2001, 43, 315.

    13. [13]

      [13] X. Jin, V. V. Balasubramanian, S. T. Selvan, D. P. Sawant, M. A. Chari, G. Q. Lu, A. Vinu, Angew. Chem. Int. Ed., 2009, 48, 7884.

    14. [14]

      [14] M. Kawaguchi, S. Yagi, H. Enomoto, Carbon, 2004, 42, 345.

    15. [15]

      [15] Q. H. Fan, Y. M. Li, A. S. C. Chan, Chem. Rev., 2002, 102, 3385.

    16. [16]

      [16] S. Minakata, M. Komatsu, Chem. Rev., 2009, 109, 711.

    17. [17]

      [17] D. E. De Vos, M. Dams, B. F. Sels, P. A. Jacobs, Chem. Rev., 2002, 102, 3615.

    18. [18]

      [18] A. Taguchi, F. Schuth, Microporous Mesoporous Mater., 2005, 77, 1.

    19. [19]

      [19] M. Hartmann, Chem. Mater., 2005, 17, 4577.

    20. [20]

      [20] A. Corma, H. Garcia, Adv. Synth. Catal., 2006, 348, 1391.

    21. [21]

      [21] A. Thomas, Angew. Chem. Int. Ed., 2010, 49, 8328.

    22. [22]

      [22] Q. Sun, M. Jiang, Z. J. Shen, Y. Y. Jin, S. X. Pan, L. Wang, X. J. Meng, W. Z. Chen, Y. J. Ding, J. X. Li, F-S. Xiao, Chem. Commun., 2014, 50, 11844.

    23. [23]

      [23] Q. Sun, Z. F. Dai, X. L. Liu, N. Sheng, F. Deng, X. J. Meng, F-S. Xiao, J. Am. Chem. Soc., 2015, 137, 5204.

    24. [24]

      [24] Q. Sun, X. J. Meng, X. L. Liu, X. M. Zhang, Y. Yang, Q. H. Yang, F-S. Xiao, Chem. Commun., 2012, 48, 10505.

    25. [25]

      [25] Y. Huangfu, Q. Sun, S. X. Pan, X. J. Meng, F-S. Xiao, ACS Catal., 2015, 5, 1556.

    26. [26]

      [26] C. Bleschke, J. Schmidt, D. S. Kundu, S. Blechert, A. Thomas, Adv. Synth. Catal., 2011, 353, 3101.

    27. [27]

      [27] J. D. Crowley, S. M. Goldup, N. D. Gowans, D. A. Leigh, V. E. Ronaldson, A. M. Z. Slawin, J. Am. Chem. Soc., 2010, 132, 6243.

    28. [28]

      [28] T. Hamada, X. Ye, S. S. Stahl, J. Am. Chem. Soc., 2008, 130, 833.

    29. [29]

      [29] M. Boltz, A. Blanc, G. Laugel, P. Pale, B. Louis, Chin. J. Catal., 2011, 32, 807.

    30. [30]

      [30] J. L. Hu, Y. L. Gu, Z. H. Guan, J. J. Li, W. L. Mo, T. Li, G. X. Li, ChemSusChem, 2011, 4, 1767.

    31. [31]

      [31] Y. X. Gao, G. Wang, L. Chen, P. X. Xu, Y. F. Zhao, Y. B. Zhou, L. B. Han, J. Am. Chem. Soc., 2009, 131, 7956.

    32. [32]

      [32] Q. Sun, Z. F. Lv, Y. Y. Du, Q. M. Wu, L. Wang, L. F. Zhu, X. J. Meng, W. Z. Chen, F-S. Xiao, Chem. Asian J., 2013, 8, 2822.

    33. [33]

      [33] J. P. Lecomte, A. Kirsch-De Mesmaeker, M. Demeunynck, J. Lhomme, J. Chem. Soc., Faraday Trans., 1993, 89, 3261.

    34. [34]

      [34] W. H. Lin, W. L. Sun, J. Yang, Q. H. Sun, Z. Q. Shen, J. Phys. Chem. C, 2009, 113, 16884.

    35. [35]

      [35] M. B. Majewski, N. R. de Tacconi, F. M. MacDonnell, M. O. Wolf, Inorg. Chem., 2011, 50, 9939.

    36. [36]

      [36] X. Y. Liu, Y. L. Hu, B. Y. Wang, Z. X. Su, Synth. Metals, 2009, 159, 1557.

    37. [37]

      [37] P. Siemsen, R. C. Livingston, F. Diederich, Angew. Chem. Int. Ed., 2000, 39, 2632

    38. [38]

      [38] A. Elangovan, Y. H. Wang, T. I. Ho, Org. Lett., 2003, 5, 1841.

    39. [39]

      [39] S. Thorand, N. Krause, J. Org. Chem., 1998, 63, 8551.

    40. [40]

      [40] F. J. Liu, L. Wang, Q. Sun, L. F. Zhu, X. J. Meng, F. S. Xiao, J. Am. Chem. Soc., 2012, 134, 16948.

  • 加载中
    1. [1]

      Xuejie Wang Guoqing Cui Congkai Wang Yang Yang Guiyuan Jiang Chunming Xu . 碳基催化剂催化有机液体氢载体脱氢研究进展. Acta Physico-Chimica Sinica, 2025, 41(5): 100044-. doi: 10.1016/j.actphy.2024.100044

    2. [2]

      Guojie Xu Fang Yu Yunxia Wang Meng Sun . Introduction to Metal-Catalyzed β-Carbon Elimination Reaction of Cyclopropenones. University Chemistry, 2024, 39(8): 169-173. doi: 10.3866/PKU.DXHX202401060

    3. [3]

      Pengzi Wang Wenjing Xiao Jiarong Chen . Copper-Catalyzed C―O Bond Formation by Kharasch-Sosnovsky-Type Reaction. University Chemistry, 2025, 40(4): 239-244. doi: 10.12461/PKU.DXHX202406090

    4. [4]

      Bao Jia Yunzhe Ke Shiyue Sun Dongxue Yu Ying Liu Shuaishuai Ding . Innovative Experimental Teaching for the Preparation and Modification of Conductive Organic Polymer Thin Films in Undergraduate Courses. University Chemistry, 2024, 39(10): 271-282. doi: 10.12461/PKU.DXHX202404121

    5. [5]

      Yuanpei ZHANGJiahong WANGJinming HUANGZhi HU . Preparation of magnetic mesoporous carbon loaded nano zero-valent iron for removal of Cr(Ⅲ) organic complexes from high-salt wastewater. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1731-1742. doi: 10.11862/CJIC.20240077

    6. [6]

      Zhongxin YUWei SONGYang LIUYuxue DINGFanhao MENGShuju WANGLixin YOU . Fluorescence sensing on chlortetracycline of a Zn-coordination polymer based on mixed ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2415-2421. doi: 10.11862/CJIC.20240304

    7. [7]

      Jiajie Li Xiaocong Ma Jufang Zheng Qiang Wan Xiaoshun Zhou Yahao Wang . Recent Advances in In-Situ Raman Spectroscopy for Investigating Electrocatalytic Organic Reaction Mechanisms. University Chemistry, 2025, 40(4): 261-276. doi: 10.12461/PKU.DXHX202406117

    8. [8]

      Lewang Yuan Yaoyao Peng Zong-Jie Guan Yu Fang . 二维共价有机框架作为光催化剂在有机合成中的研究进展. Acta Physico-Chimica Sinica, 2025, 41(8): 100086-. doi: 10.1016/j.actphy.2025.100086

    9. [9]

      Xiao SANGQi LIUJianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158

    10. [10]

      Xue Dong Xiaofu Sun Shuaiqiang Jia Shitao Han Dawei Zhou Ting Yao Min Wang Minghui Fang Haihong Wu Buxing Han . 碳修饰的铜催化剂实现安培级电流电化学还原CO2制C2+产物. Acta Physico-Chimica Sinica, 2025, 41(3): 2404012-. doi: 10.3866/PKU.WHXB202404012

    11. [11]

      Zelong LIANGShijia QINPengfei GUOHang XUBin ZHAO . Synthesis and electrocatalytic CO2 reduction performance of metal-organic framework catalysts loaded with silver particles. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 165-173. doi: 10.11862/CJIC.20240409

    12. [12]

      CCS Chemistry 综述推荐│绿色氧化新思路:光/电催化助力有机物高效升级

      . CCS Chemistry, 2025, 7(10.31635/ccschem.024.202405369): -.

    13. [13]

      Yueguang Chen Wenqiang Sun . “Carbon” Adventures. University Chemistry, 2024, 39(9): 248-253. doi: 10.3866/PKU.DXHX202308074

    14. [14]

      Dan Liu . 可见光-有机小分子协同催化的不对称自由基反应研究进展. University Chemistry, 2025, 40(6): 118-128. doi: 10.12461/PKU.DXHX202408101

    15. [15]

      Lina Guo Ruizhe Li Chuang Sun Xiaoli Luo Yiqiu Shi Hong Yuan Shuxin Ouyang Tierui Zhang . 层状双金属氢氧化物的层间阴离子对衍生的Ni-Al2O3催化剂光热催化CO2甲烷化反应的影响. Acta Physico-Chimica Sinica, 2025, 41(1): 2309002-. doi: 10.3866/PKU.WHXB202309002

    16. [16]

      Zhuo WANGXiaotong LIZhipeng HUJunqiao 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

    17. [17]

      Xiangyu CAOJiaying ZHANGYun FENGLinkun SHENXiuling ZHANGJuanzhi YAN . Synthesis and electrochemical properties of bimetallic-doped porous carbon cathode material. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 509-520. doi: 10.11862/CJIC.20240270

    18. [18]

      Yongwei ZHANGChuang ZHUWenbin WUYongyong MAHeng YANG . Efficient hydrogen evolution reaction activity induced by ZnSe@nitrogen doped porous carbon heterojunction. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 650-660. doi: 10.11862/CJIC.20240386

    19. [19]

      Fanpeng Meng Fei Zhao Jingkai Lin Jinsheng Zhao Huayang Zhang Shaobin Wang . 优化氮化碳纳米片/球形共轭聚合物S型异质结界面电场以促进析氢反应. Acta Physico-Chimica Sinica, 2025, 41(8): 100095-. doi: 10.1016/j.actphy.2025.100095

    20. [20]

      Xinxin YUYongxing LIUXiaohong YIMiao CHANGFei WANGPeng WANGChongchen WANG . Photocatalytic peroxydisulfate activation for degrading organic pollutants over the zero-valent iron recovered from subway tunnels. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 864-876. doi: 10.11862/CJIC.20240438

Metrics
  • PDF Downloads(0)
  • Abstract views(992)
  • HTML views(119)

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

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return