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
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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.
-
-
-
[1]
[1] F. Diederich, A. de Meijere, Metal-Catalyzed Cross-Coupling Reactions, 2nd ed., Wiley-VCH, Weinheim, 2004, 4.
-
[2]
[2] L. X. Yin, J. Liebscher, Chem. Rev., 2007, 107, 133.
-
[3]
[3] N. Miyaura, A. Suzuki, Chem. Rev., 1995, 95, 2457.
-
[4]
[4] C. M. Wei, C. J. Li, J. Am. Chem. Soc., 2003, 125, 9584.
-
[5]
[5] J. Magano, J. R. Dunetz, Chem. Rev., 2011, 111, 2177.
-
[6]
[6] N. E. Leadbeater, M. Marco, Chem. Rev., 2002, 102, 3217.
-
[7]
[7] W. Watanabe, T. Maekawa, Y. Miyazaki, T. Kida, K. Takeshita, A. Mori, Chem Asian J., 2012, 7, 1679.
-
[8]
[8] M. Bakherad, A. Keivanloo, S. Samangooei, Chin. J. Catal., 2014, 35, 324.
-
[9]
[9] C. E. Garrett, K. Prasad, Adv. Synth. Catal., 2004, 346, 889.
-
[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] H. U. Blaser, A. Indolese, A. Schnyder, H. Steiner, M. Studer, J. Mol. Catal. A, 2001, 173, 3.
-
[12]
[12] B. M. Bhanage, M. Arai, Catal. Rev., 2001, 43, 315.
-
[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] M. Kawaguchi, S. Yagi, H. Enomoto, Carbon, 2004, 42, 345.
-
[15]
[15] Q. H. Fan, Y. M. Li, A. S. C. Chan, Chem. Rev., 2002, 102, 3385.
-
[16]
[16] S. Minakata, M. Komatsu, Chem. Rev., 2009, 109, 711.
-
[17]
[17] D. E. De Vos, M. Dams, B. F. Sels, P. A. Jacobs, Chem. Rev., 2002, 102, 3615.
-
[18]
[18] A. Taguchi, F. Schuth, Microporous Mesoporous Mater., 2005, 77, 1.
-
[19]
[19] M. Hartmann, Chem. Mater., 2005, 17, 4577.
-
[20]
[20] A. Corma, H. Garcia, Adv. Synth. Catal., 2006, 348, 1391.
-
[21]
[21] A. Thomas, Angew. Chem. Int. Ed., 2010, 49, 8328.
-
[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] 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] 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] Y. Huangfu, Q. Sun, S. X. Pan, X. J. Meng, F-S. Xiao, ACS Catal., 2015, 5, 1556.
-
[26]
[26] C. Bleschke, J. Schmidt, D. S. Kundu, S. Blechert, A. Thomas, Adv. Synth. Catal., 2011, 353, 3101.
-
[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] T. Hamada, X. Ye, S. S. Stahl, J. Am. Chem. Soc., 2008, 130, 833.
-
[29]
[29] M. Boltz, A. Blanc, G. Laugel, P. Pale, B. Louis, Chin. J. Catal., 2011, 32, 807.
-
[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] 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] 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] J. P. Lecomte, A. Kirsch-De Mesmaeker, M. Demeunynck, J. Lhomme, J. Chem. Soc., Faraday Trans., 1993, 89, 3261.
-
[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] M. B. Majewski, N. R. de Tacconi, F. M. MacDonnell, M. O. Wolf, Inorg. Chem., 2011, 50, 9939.
-
[36]
[36] X. Y. Liu, Y. L. Hu, B. Y. Wang, Z. X. Su, Synth. Metals, 2009, 159, 1557.
-
[37]
[37] P. Siemsen, R. C. Livingston, F. Diederich, Angew. Chem. Int. Ed., 2000, 39, 2632
-
[38]
[38] A. Elangovan, Y. H. Wang, T. I. Ho, Org. Lett., 2003, 5, 1841.
-
[39]
[39] S. Thorand, N. Krause, J. Org. Chem., 1998, 63, 8551.
-
[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.
-
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