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Volumn 7, Issue 9, 2014, Pages 1254-1262

Pd embedded in porous carbon (Pd@CMK-3) as an active catalyst for Suzuki reactions: Accelerating mass transfer to enhance the reaction rate

Author keywords

CMK 3; mass transfer; Pd; porous catalyst; Suzuki reactions

Indexed keywords


EID: 84923083470     PISSN: 19980124     EISSN: 19980000     Source Type: Journal    
DOI: 10.1007/s12274-014-0488-x     Document Type: Article
Times cited : (22)

References (34)
  • 1
    • 2042507954 scopus 로고
    • Palladium-catalyzed cross-coupling reactions of organoboron compounds
    • Miyaura, N.; Suzuki, A. Palladium-catalyzed cross-coupling reactions of organoboron compounds. Chem. Rev.1995, 95, 2457–2483.
    • (1995) Chem. Rev. , vol.95 , pp. 2457-2483
    • Miyaura, N.1    Suzuki, A.2
  • 2
    • 33846893890 scopus 로고    scopus 로고
    • Carbon-carbon coupling reactions catalyzed by heterogeneous palladium catalysts
    • Yin, L.; Liebscher, J. Carbon-carbon coupling reactions catalyzed by heterogeneous palladium catalysts. Chem. Rev.2007, 107, 133–173.
    • (2007) Chem. Rev. , vol.107 , pp. 133-173
    • Yin, L.1    Liebscher, J.2
  • 3
    • 57549099215 scopus 로고    scopus 로고
    • Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions employing dialkylbiaryl phosphine ligands
    • Martin, R.; Buchwald, S. L. Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions employing dialkylbiaryl phosphine ligands. Acc. Chem. Res.2008, 41, 1461–1473.
    • (2008) Acc. Chem. Res. , vol.41 , pp. 1461-1473
    • Martin, R.1    Buchwald, S.L.2
  • 4
    • 0042969355 scopus 로고    scopus 로고
    • An N-heterocyclic carbene ligand with flexible steric bulk allows Suzuki cross-coupling of sterically hindered aryl chlorides at room temperature
    • Altenhoff, G.; Goddard, R.; Lehmann, C. W.; Glorius, F. An N-heterocyclic carbene ligand with flexible steric bulk allows Suzuki cross-coupling of sterically hindered aryl chlorides at room temperature. Angew. Chem. Int. Ed.2003, 42, 3690–3693.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 3690-3693
    • Altenhoff, G.1    Goddard, R.2    Lehmann, C.W.3    Glorius, F.4
  • 6
    • 70349786291 scopus 로고    scopus 로고
    • Asymmetric Suzuki-Miyaura coupling in water with a chiral palladium catalyst supported on an amphiphilic resin
    • Uozumi, Y.; Matsuura, Y.; Arakawa, T.; Yamada, Y. Asymmetric Suzuki-Miyaura coupling in water with a chiral palladium catalyst supported on an amphiphilic resin. Angew. Chem. Int. Ed.2009, 121, 2746–2748.
    • (2009) Angew. Chem. Int. Ed. , vol.121 , pp. 2746-2748
    • Uozumi, Y.1    Matsuura, Y.2    Arakawa, T.3    Yamada, Y.4
  • 7
    • 68849102223 scopus 로고    scopus 로고
    • Hexacationic dendriphos ligands in the Pd-catalyzed Suzuki-Miyaura cross-coupling reaction: Scope and mechanistic studies
    • Snelders, D. J.; van Koten, G.; Klein Gebbink, R. J. Hexacationic dendriphos ligands in the Pd-catalyzed Suzuki-Miyaura cross-coupling reaction: Scope and mechanistic studies. J. Am. Chem. Soc.2009, 131, 11407–11416.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 11407-11416
    • Snelders, D.J.1    van Koten, G.2    Klein Gebbink, R.J.3
  • 9
    • 0028337412 scopus 로고
    • Aryl couplings with heterogeneous palladium catalysts
    • Marck, G.; Villiger, A.; Buchecker, R. Aryl couplings with heterogeneous palladium catalysts. Tetrahedron Lett.1994, 35, 3277–3280.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 3277-3280
    • Marck, G.1    Villiger, A.2    Buchecker, R.3
  • 10
    • 79954435679 scopus 로고    scopus 로고
    • Monodispersed Pd-Ni Nanoparticles: Composition control synthesis and catalytic properties in the Miyaura-Suzuki reaction
    • Wu, Y.; Wang, D.; Zhao, P.; Niu, Z.; Peng, Q.; Li, Y. D. Monodispersed Pd-Ni Nanoparticles: Composition control synthesis and catalytic properties in the Miyaura-Suzuki reaction. Inorg. Chem.2011, 50, 2046–2048.
    • (2011) Inorg. Chem. , vol.50 , pp. 2046-2048
    • Wu, Y.1    Wang, D.2    Zhao, P.3    Niu, Z.4    Peng, Q.5    Li, Y.D.6
  • 12
    • 0037458799 scopus 로고    scopus 로고
    • 2/C (Pearlman’s catalyst): A highly active catalyst for Fukuyama, Sonogashira, and Suzuki coupling reactions
    • 2/C (Pearlman’s catalyst): A highly active catalyst for Fukuyama, Sonogashira, and Suzuki coupling reactions. J. Org. Chem.2003, 68, 1571–1574.
    • (2003) J. Org. Chem. , vol.68 , pp. 1571-1574
    • Mori, Y.1    Seki, M.2
  • 14
    • 1942439976 scopus 로고    scopus 로고
    • Heterogeneous Suzuki reactions catalyzed by Pd(0)-Y zeolite
    • Artok, L.; Bulut, H. Heterogeneous Suzuki reactions catalyzed by Pd(0)-Y zeolite. Tetrahedron Lett.2004, 45, 3881–3884.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 3881-3884
    • Artok, L.1    Bulut, H.2
  • 15
    • 22244461931 scopus 로고    scopus 로고
    • Mercaptopropyl-modified mesoporous silica: A remarkable support for the preparation of a reusable, heterogeneous palladium catalyst for coupling reactions
    • Crudden, C. M.; Sateesh, M.; Lewis, R. Mercaptopropyl-modified mesoporous silica: A remarkable support for the preparation of a reusable, heterogeneous palladium catalyst for coupling reactions. J. Am. Chem. Soc.2005, 127, 10045–10050.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 10045-10050
    • Crudden, C.M.1    Sateesh, M.2    Lewis, R.3
  • 16
    • 75149194793 scopus 로고    scopus 로고
    • Functionalized mesostructured silicas as supports for palladium catalysts: Effect of pore structure and collapse on catalytic activity in the Suzuki-Miyaura reaction
    • MacQuarrie, S.; Nohair, B.; Horton, J. H.; Kaliaguine, S.; Crudden, C. M. Functionalized mesostructured silicas as supports for palladium catalysts: Effect of pore structure and collapse on catalytic activity in the Suzuki-Miyaura reaction. J. Phys. Chem. C2009, 114, 57–64.
    • (2009) J. Phys. Chem. C , vol.114 , pp. 57-64
    • MacQuarrie, S.1    Nohair, B.2    Horton, J.H.3    Kaliaguine, S.4    Crudden, C.M.5
  • 18
    • 67849099748 scopus 로고    scopus 로고
    • Ordered mesoporous Pd/silica-carbon as a highly active heterogeneous catalyst for coupling reaction of chlorobenzene in aqueous media
    • Wan, Y.; Wang, H.; Zhao, Q.; Klingstedt, M.; Terasaki, O.; Zhao, D. Ordered mesoporous Pd/silica-carbon as a highly active heterogeneous catalyst for coupling reaction of chlorobenzene in aqueous media. J. Am. Chem. Soc.2009, 131, 4541–4550.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 4541-4550
    • Wan, Y.1    Wang, H.2    Zhao, Q.3    Klingstedt, M.4    Terasaki, O.5    Zhao, D.6
  • 19
    • 70349972986 scopus 로고    scopus 로고
    • High catalytic activity of palladium (II)-exchanged mesoporous sodalite and NaA zeolite for bulky aryl coupling reactions: Reusability under aerobic conditions
    • Choi, M.; Lee, D. H.; Na, K.; Yu, B. W.; Ryoo, R. High catalytic activity of palladium (II)-exchanged mesoporous sodalite and NaA zeolite for bulky aryl coupling reactions: Reusability under aerobic conditions. Angew. Chem. Int. Ed.2009, 48, 3673–3676.
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 3673-3676
    • Choi, M.1    Lee, D.H.2    Na, K.3    Yu, B.W.4    Ryoo, R.5
  • 20
    • 77953102809 scopus 로고    scopus 로고
    • A highly active heterogeneous palladium catalyst for the Suzuki-Miyaura and Ullmann coupling reactions of aryl chlorides in aqueous media
    • Yuan, B.; Pan, Y.; Li, Y.; Yin, B.; Jiang, H. A highly active heterogeneous palladium catalyst for the Suzuki-Miyaura and Ullmann coupling reactions of aryl chlorides in aqueous media. Angew. Chem. Int. Ed.2010, 49, 4054–4058.
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 4054-4058
    • Yuan, B.1    Pan, Y.2    Li, Y.3    Yin, B.4    Jiang, H.5
  • 21
    • 34547773625 scopus 로고    scopus 로고
    • MOFs as catalysts: Activity, reusability and shape-selectivity of a Pd-containing MOF
    • Llabrés i Xamena, F. X.; Abad, A.; Corma, A.; Garcia, H. MOFs as catalysts: Activity, reusability and shape-selectivity of a Pd-containing MOF. J. Catal.2007, 250, 294–298.
    • (2007) J. Catal. , vol.250 , pp. 294-298
    • Llabrés i Xamena, F.X.1    Abad, A.2    Corma, A.3    Garcia, H.4
  • 22
    • 38349170358 scopus 로고    scopus 로고
    • Catalysis by microporous phthalocyanine and porphyrin network polymers
    • Mackintosh, H. J.; Budd, P. M.; McKeown, N. B. Catalysis by microporous phthalocyanine and porphyrin network polymers. J. Mater. Chem.2008, 18, 573–578.
    • (2008) J. Mater. Chem. , vol.18 , pp. 573-578
    • Mackintosh, H.J.1    Budd, P.M.2    McKeown, N.B.3
  • 23
    • 84862748442 scopus 로고    scopus 로고
    • Highly dispersed Pd catalyst locked in knitting aryl network polymers for Suzuki-Miyaura coupling reactions of aryl chlorides in aqueous media
    • Li, B.; Guan, Z.; Wang, W.; Yang, X.; Hu, J.; Tan, B.; Li, T. Highly dispersed Pd catalyst locked in knitting aryl network polymers for Suzuki-Miyaura coupling reactions of aryl chlorides in aqueous media. Adv. Mater.2012, 24, 3390–3395.
    • (2012) Adv. Mater. , vol.24 , pp. 3390-3395
    • Li, B.1    Guan, Z.2    Wang, W.3    Yang, X.4    Hu, J.5    Tan, B.6    Li, T.7
  • 24
    • 53549089598 scopus 로고    scopus 로고
    • Facile deposition of Pd nanoparticles on carbon nanotube microparticles and their catalytic activity for Suzuki coupling reactions
    • Chen, X.; Hou, Y.; Wang, H.; Cao, Y.; He, J. Facile deposition of Pd nanoparticles on carbon nanotube microparticles and their catalytic activity for Suzuki coupling reactions. J. Phys. Chem. C2008, 112, 8172–8176.
    • (2008) J. Phys. Chem. C , vol.112 , pp. 8172-8176
    • Chen, X.1    Hou, Y.2    Wang, H.3    Cao, Y.4    He, J.5
  • 25
    • 36649019339 scopus 로고    scopus 로고
    • Ligand-free Pd/C-catalyzed Suzuki-Miyaura coupling reaction for the synthesis of heterobiaryl derivatives
    • Kitamura, Y.; Sako, S.; Udzu, T.; Tsutsui, A.; Maegawa, T.; Monguchi, Y.; Sajiki, H. Ligand-free Pd/C-catalyzed Suzuki-Miyaura coupling reaction for the synthesis of heterobiaryl derivatives. Chem. Commun.2007, 47, 5069–5071.
    • (2007) Chem. Commun. , vol.47 , pp. 5069-5071
    • Kitamura, Y.1    Sako, S.2    Udzu, T.3    Tsutsui, A.4    Maegawa, T.5    Monguchi, Y.6    Sajiki, H.7
  • 26
    • 84866775229 scopus 로고    scopus 로고
    • Ordered mesoporous carbon supported colloidal Pd nanoparticle based model catalysts for Suzuki coupling reactions: Impact of organic capping agents
    • Choi, H. R.; Woo, H.; Jang, S.; Cheon, J. Y.; Kim, C.; Park, J.; Park, K. H.; Joo, S. H. Ordered mesoporous carbon supported colloidal Pd nanoparticle based model catalysts for Suzuki coupling reactions: Impact of organic capping agents. ChemCatChem2012, 4, 1587–1594.
    • (2012) ChemCatChem , vol.4 , pp. 1587-1594
    • Choi, H.R.1    Woo, H.2    Jang, S.3    Cheon, J.Y.4    Kim, C.5    Park, J.6    Park, K.H.7    Joo, S.H.8
  • 27
    • 84862943133 scopus 로고    scopus 로고
    • General and controllable synthesis of novel mesoporous magnetic iron oxide@carbon encapsulates for efficient arsenic removal
    • Wu, Z.; Li, W.; Webley, P. A.; Zhao, D. Y. General and controllable synthesis of novel mesoporous magnetic iron oxide@carbon encapsulates for efficient arsenic removal. Adv. Mater.2012, 24, 485–491.
    • (2012) Adv. Mater. , vol.24 , pp. 485-491
    • Wu, Z.1    Li, W.2    Webley, P.A.3    Zhao, D.Y.4
  • 28
    • 67650563869 scopus 로고    scopus 로고
    • Palladium nanoparticles on graphite oxide and its functionalized graphene derivatives as highly active catalysts for the Suzuki-Miyaura coupling reaction
    • Scheuermann, G. M.; Rumi, L.; Steurer, P.; Bannwarth, W.; Mulhaupt, R. Palladium nanoparticles on graphite oxide and its functionalized graphene derivatives as highly active catalysts for the Suzuki-Miyaura coupling reaction. J. Am. Chem. Soc.2009, 131, 8262–8270.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 8262-8270
    • Scheuermann, G.M.1    Rumi, L.2    Steurer, P.3    Bannwarth, W.4    Mulhaupt, R.5
  • 30
    • 84872494083 scopus 로고    scopus 로고
    • Ni/Pd core/shell nanoparticles supported on graphene as a highly active and reusable catalyst for Suzuki-Miyaura cross-coupling reaction
    • Metin, Ö.; Ho, S. F.; Alp, C.; Can, H.; Mankin, M. N.; Gültekin, M. S.; Chi, M.; Sun, S. Ni/Pd core/shell nanoparticles supported on graphene as a highly active and reusable catalyst for Suzuki-Miyaura cross-coupling reaction. Nano Res.2013, 6, 10–18.
    • (2013) Nano Res. , vol.6 , pp. 10-18
    • Metin1    Ho, S.F.2    Alp, C.3    Can, H.4    Mankin, M.N.5    Gültekin, M.S.6    Chi, M.7    Sun, S.8
  • 31
    • 80052922804 scopus 로고    scopus 로고
    • Palladium nanoparticles in carbon thin film-lined SBA-15 nanoreactors: Efficient heterogeneous catalysts for Suzuki-Miyaura cross coupling reaction in aqueous media
    • Zhi, J.; Song, D.; Li, Z.; Lei, X.; Hu, A. Palladium nanoparticles in carbon thin film-lined SBA-15 nanoreactors: Efficient heterogeneous catalysts for Suzuki-Miyaura cross coupling reaction in aqueous media. Chem. Commun.2011, 47, 10707–10709.
    • (2011) Chem. Commun. , vol.47 , pp. 10707-10709
    • Zhi, J.1    Song, D.2    Li, Z.3    Lei, X.4    Hu, A.5
  • 32
    • 33645222276 scopus 로고    scopus 로고
    • Power ultrasound in organic synthesis: Moving cavitational chemistry from academia to innovative and large-scale applications
    • Cravotto, G.; Cintas, P. Power ultrasound in organic synthesis: Moving cavitational chemistry from academia to innovative and large-scale applications. Chem. Soc. Rev.2006, 35, 180–196.
    • (2006) Chem. Soc. Rev. , vol.35 , pp. 180-196
    • Cravotto, G.1    Cintas, P.2
  • 33
    • 0032559316 scopus 로고    scopus 로고
    • Triblock copolymer syntheses of mesoporous silica with periodic 50 to 300 angstrom pores
    • Zhao, D.; Feng, J.; Huo, Q.; Melosh, N.; Fredrickson, G. H.; Chmelka, B. F.; Stucky, G. D. Triblock copolymer syntheses of mesoporous silica with periodic 50 to 300 angstrom pores. Science1998, 279, 548–552.
    • (1998) Science , vol.279 , pp. 548-552
    • Zhao, D.1    Feng, J.2    Huo, Q.3    Melosh, N.4    Fredrickson, G.H.5    Chmelka, B.F.6    Stucky, G.D.7


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