Carbon-Carbon Cross Coupling Reactions in Ionic Liquids Catalysed by Palladium Metal Nanoparticles

M. H. G. Prechtl, J. D. Scholten, J. Dupont

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

A brief summary of selected pioneering and mechanistic contributions in the field of carbon-carbon cross-coupling reactions with palladium nanoparticles (Pd-NPs) in ionic liquids (ILs) is presented. Five exemplary model systems using the Pd-NPs/ILs approach are presented: Heck, Suzuki, Stille, Sonogashira and Ullmann reactions which all have in common the use of ionic liquids as reaction media and the use of palladium nanoparticles as reservoir for the catalytically active palladium species.
Original languageEnglish
JournalMolecules
Volume15
Issue number5
Pages (from-to)3441-3461
Number of pages21
ISSN1420-3049
DOIs
Publication statusPublished - 2010
Externally publishedYes

Bibliographical note

ISI Document Delivery No.: 601YY Times Cited: 31 Cited Reference Count: 82 Cited References: Astruc D, 2007, INORG CHEM, V46, P1884, DOI 10.1021/ic062183h Bedford RB, 2003, CHEM COMMUN, P1787, DOI 10.1039/b211298c Beletskaya IP, 2000, CHEM REV, V100, P3009, DOI 10.1021/cr9903048 Bernardi F, 2009, CHEM PHYS LETT, V479, P113, DOI 10.1016/j.cplett.2009.07.110 BONNEMANN H, 1991, ANGEW CHEM INT EDIT, V30, P1312, DOI 10.1002/anie.199113121 BONNEMANN H, 1990, ANGEW CHEM INT EDIT, V29, P273, DOI 10.1002/anie.199002731 Calo V, 2004, ORGANOMETALLICS, V23, P5154, DOI 10.1021/om049586e Calo V, 2003, J ORG CHEM, V68, P2929, DOI 10.1021/jo026877t Calo V, 2009, ANGEW CHEM INT EDIT, V48, P6101, DOI 10.1002/anie.200902337 Calo V, 2003, ORGANOMETALLICS, V22, P4193, DOI 10.1021/om034020w Calo V, 2005, J ORG CHEM, V70, P6040, DOI 10.1021/jo050801q Calo V, 2009, CHEM-EUR J, V15, P1272, DOI 10.1002/chem.200801621 Cassol CC, 2005, J AM CHEM SOC, V127, P3298, DOI 10.1021/ja0430043 Chiappe C, 2006, ADV SYNTH CATAL, V348, P68, DOI 10.1002/adsc.200505271 COLLMAN JP, 1984, J AM CHEM SOC, V106, P2569, DOI 10.1021/ja00321a014 Consorti CS, 2005, J AM CHEM SOC, V127, P12054, DOI 10.1021/ja051834q Corma A, 2005, J MOL CATAL A-CHEM, V230, P97, DOI 10.1016/j.molcata.2004.11.030 Corma A, 2004, TETRAHEDRON, V60, P8553, DOI 10.1016/j.tet.2004.06.121 Cui YG, 2010, PHYS CHEM CHEM PHYS, V12, P1834, DOI 10.1039/b920025h de Vries JG, 2006, DALTON T, P421, DOI 10.1039/b506276b Deshmukh RR, 2001, CHEM COMMUN, P1544, DOI 10.1039/b104532f de Vries AHM, 2003, ORG LETT, V5, P3285, DOI 10.1021/ol035184b de Vries AHM, 2002, ADV SYNTH CATAL, V344, P996 de Vries AHM, 2003, ABSTR PAP AM CHEM S, V225, pU287 Dupont J, 2010, CHEM SOC REV, V39, P1780, DOI 10.1039/b822551f Dupont J, 2002, CHEM REV, V102, P3667, DOI 10.1021/cr010338r Dupont J, 2004, ANGEW CHEM INT EDIT, V43, P5296, DOI 10.1002/anie.200460431 Dupont J, 2005, CHEM REV, V105, P2527, DOI 10.1021/cr030681r Dupont J, 2004, J BRAZIL CHEM SOC, V15, P341, DOI 10.1590/S0103-50532004000300002 Durand J, 2008, CATAL COMMUN, V9, P273, DOI 10.1016/j.catcom.2007.06.015 Fei ZF, 2007, ORGANOMETALLICS, V26, P1588, DOI 10.1021/om060950e Fernandez F, 2007, DALTON T, P5572, DOI 10.1039/b713449e Gaikwad AV, 2007, CHEM-EUR J, V13, P6908, DOI 10.1002/chem.200700105 Gao SY, 2005, NANOTECHNOLOGY, V16, P1234, DOI 10.1088/0957-4484/16/8/042 Gopidas KR, 2003, NANO LETT, V3, P1757, DOI 10.1021/nl0348490 Gozzo FC, 2004, CHEM-EUR J, V10, P6187, DOI 10.1002/chem.200305742 Hardacre C, 2003, J CHEM PHYS, V118, P273, DOI 10.1063/1.1523917 Hart R, 2010, TETRAHEDRON, V66, P1082, DOI 10.1016/j.tet.2009.11.014 Hu J, 2005, LANGMUIR, V21, P2121, DOI 10.1021/la0471902 Jessop PG, 2005, NATURE, V436, P1102, DOI 10.1038/4361102a Kim N, 2004, TETRAHEDRON LETT, V45, P7057, DOI 10.1016/j.tetlet.2004.07.126 Lebel H, 2004, J AM CHEM SOC, V126, P5046, DOI 10.1021/ja049759r Liu Y, 2009, CURR ORG CHEM, V13, P1322 Liu YB, 2004, CHEM COMMUN, P398, DOI 10.1039/b313210m Liu YX, 2006, SCIENCE, V313, P958, DOI 10.1126/science.1128142 Mathews CJ, 2001, ORGANOMETALLICS, V20, P3848, DOI 10.1021/om0105223 Migowski P, 2007, CHEM-EUR J, V13, P32, DOI 10.1002/chem.200601438 Moreno-Manas M, 2003, ACCOUNTS CHEM RES, V36, P638, DOI 10.1021/ar020267y Narayanan R, 2003, J AM CHEM SOC, V125, P8340, DOI 10.1021/ja035044x Pachon LD, 2006, ADV SYNTH CATAL, V348, P1705, DOI 10.1002/adsc.200606132 Pathak S, 2000, CHEM MATER, V12, P1985, DOI 10.1021/cm0001556 Phan NTS, 2006, ADV SYNTH CATAL, V348, P609, DOI 10.1002/adsc.200505473 Pittelkow M, 2003, LANGMUIR, V19, P7682, DOI 10.1021/la0348822 Prechtl MHG, 2008, INORG CHEM, V47, P8995, DOI 10.1021/ic801014f Prechtl MHG, 2009, J MOL CATAL A-CHEM, V313, P74, DOI 10.1016/j.molcata.2009.08.004 Pryjomska-Ray I, 2006, TOP CATAL, V40, P173, DOI 10.1007/s11244-006-0119-1 Qiao K, 2008, CATAL COMMUN, V9, P2470, DOI 10.1016/j.catcom.2008.06.016 Ramarao C, 2002, CHEM COMMUN, P1132, DOI 10.1039/b200674j Reetz MT, 1996, CHEM COMMUN, P1921, DOI 10.1039/cc9960001921 Reetz MT, 2004, CHEM COMMUN, P1559, DOI 10.1039/b406719n Reetz MT, 1996, TETRAHEDRON LETT, V37, P4499, DOI 10.1016/0040-4039(96)00924-0 REETZ MT, 1994, J AM CHEM SOC, V116, P7401, DOI 10.1021/ja00095a051 Reetz MT, 2000, ANGEW CHEM INT EDIT, V39, P165, DOI 10.1002/(SICI)1521-3773(20000103)39:1<165::AID-ANIE165>3.0.CO;2-B REETZ MT, 1995, ANGEW CHEM INT EDIT, V34, P2240, DOI 10.1002/anie.199522401 Reetz MT, 1998, TETRAHEDRON LETT, V39, P8449, DOI 10.1016/S0040-4039(98)01967-4 Rocaboy C, 2003, NEW J CHEM, V27, P39, DOI 10.1039/b208545n Scholten JD, 2007, DALTON T, P5554, DOI 10.1039/b707888a TAKAHASH.Y, 1970, J CHEM SOC CHEM COMM, P1065, DOI 10.1039/c29700001065 Tao RT, 2009, GREEN CHEM, V11, P96, DOI 10.1039/b811587g Thathagar MB, 2006, ANGEW CHEM INT EDIT, V45, P2886, DOI 10.1002/anie.200504321 Tromp M, 2003, CHEM COMMUN, P128, DOI 10.1039/b206758g Tsuzuki S, 2005, J PHYS CHEM B, V109, P16474, DOI 10.1021/jp0533628 Umpierre AP, 2005, ADV SYNTH CATAL, V347, P1404, DOI 10.1002/adsc.200404313 Wang RH, 2007, EUR J ORG CHEM, P655, DOI 10.1002/ejoc.200600828 Xu LJ, 2000, ORGANOMETALLICS, V19, P1123, DOI 10.1021/om990956m Yan N, 2009, ORGANOMETALLICS, V28, P937, DOI 10.1021/om801083c Yang X, 2008, INORG CHEM, V47, P3292, DOI 10.1021/ic702305t Yang X, 2008, ORGANOMETALLICS, V27, P3971, DOI 10.1021/om800355g Ye CF, 2007, EUR J ORG CHEM, P5095, DOI 10.1002/ejoc.200700502 Yin LX, 2007, CHEM REV, V107, P133, DOI 10.1021/cr0505674 Zhao DB, 2004, J AM CHEM SOC, V126, P15876, DOI 10.1021/ja0463482 Zim D, 2008, J MOL CATAL A-CHEM, V287, P16, DOI 10.1016/j.molcata.2008.02.015 Prechtl, Martin H. G. Scholten, Jackson D. Dupont, Jairton Dupont, Jairton/F-7161-2010; Prechtl, Martin/A-7416-2008 Prechtl, Martin/0000-0003-2155-8006 Alexander-von-Humboldt Foundation; CNPq This work is financially supported by the Alexander-von-Humboldt Foundation (M. H. G. Prechtl) and CNPq. 31 Molecular diversity preservation international-mdpi Basel

Keywords

  • palladium nanoparticles ionic liquids cross-coupling Heck Suzuki Stille Sonogashira Ullmann ligand-free palladium heck reaction c-c pd nanoparticles selective hydrogenation heterogeneous catalysis pd(0) nanoparticles efficient catalysts ullmann reactions suzuki reaction Chemistry

Cite this

@article{9e7e15c004904e4f9c01ffce4d0820c3,
title = "Carbon-Carbon Cross Coupling Reactions in Ionic Liquids Catalysed by Palladium Metal Nanoparticles",
abstract = "A brief summary of selected pioneering and mechanistic contributions in the field of carbon-carbon cross-coupling reactions with palladium nanoparticles (Pd-NPs) in ionic liquids (ILs) is presented. Five exemplary model systems using the Pd-NPs/ILs approach are presented: Heck, Suzuki, Stille, Sonogashira and Ullmann reactions which all have in common the use of ionic liquids as reaction media and the use of palladium nanoparticles as reservoir for the catalytically active palladium species.",
keywords = "palladium nanoparticles ionic liquids cross-coupling Heck Suzuki Stille Sonogashira Ullmann ligand-free palladium heck reaction c-c pd nanoparticles selective hydrogenation heterogeneous catalysis pd(0) nanoparticles efficient catalysts ullmann reactions suzuki reaction Chemistry",
author = "Prechtl, {M. H. G.} and Scholten, {J. D.} and J. Dupont",
note = "ISI Document Delivery No.: 601YY Times Cited: 31 Cited Reference Count: 82 Cited References: Astruc D, 2007, INORG CHEM, V46, P1884, DOI 10.1021/ic062183h Bedford RB, 2003, CHEM COMMUN, P1787, DOI 10.1039/b211298c Beletskaya IP, 2000, CHEM REV, V100, P3009, DOI 10.1021/cr9903048 Bernardi F, 2009, CHEM PHYS LETT, V479, P113, DOI 10.1016/j.cplett.2009.07.110 BONNEMANN H, 1991, ANGEW CHEM INT EDIT, V30, P1312, DOI 10.1002/anie.199113121 BONNEMANN H, 1990, ANGEW CHEM INT EDIT, V29, P273, DOI 10.1002/anie.199002731 Calo V, 2004, ORGANOMETALLICS, V23, P5154, DOI 10.1021/om049586e Calo V, 2003, J ORG CHEM, V68, P2929, DOI 10.1021/jo026877t Calo V, 2009, ANGEW CHEM INT EDIT, V48, P6101, DOI 10.1002/anie.200902337 Calo V, 2003, ORGANOMETALLICS, V22, P4193, DOI 10.1021/om034020w Calo V, 2005, J ORG CHEM, V70, P6040, DOI 10.1021/jo050801q Calo V, 2009, CHEM-EUR J, V15, P1272, DOI 10.1002/chem.200801621 Cassol CC, 2005, J AM CHEM SOC, V127, P3298, DOI 10.1021/ja0430043 Chiappe C, 2006, ADV SYNTH CATAL, V348, P68, DOI 10.1002/adsc.200505271 COLLMAN JP, 1984, J AM CHEM SOC, V106, P2569, DOI 10.1021/ja00321a014 Consorti CS, 2005, J AM CHEM SOC, V127, P12054, DOI 10.1021/ja051834q Corma A, 2005, J MOL CATAL A-CHEM, V230, P97, DOI 10.1016/j.molcata.2004.11.030 Corma A, 2004, TETRAHEDRON, V60, P8553, DOI 10.1016/j.tet.2004.06.121 Cui YG, 2010, PHYS CHEM CHEM PHYS, V12, P1834, DOI 10.1039/b920025h de Vries JG, 2006, DALTON T, P421, DOI 10.1039/b506276b Deshmukh RR, 2001, CHEM COMMUN, P1544, DOI 10.1039/b104532f de Vries AHM, 2003, ORG LETT, V5, P3285, DOI 10.1021/ol035184b de Vries AHM, 2002, ADV SYNTH CATAL, V344, P996 de Vries AHM, 2003, ABSTR PAP AM CHEM S, V225, pU287 Dupont J, 2010, CHEM SOC REV, V39, P1780, DOI 10.1039/b822551f Dupont J, 2002, CHEM REV, V102, P3667, DOI 10.1021/cr010338r Dupont J, 2004, ANGEW CHEM INT EDIT, V43, P5296, DOI 10.1002/anie.200460431 Dupont J, 2005, CHEM REV, V105, P2527, DOI 10.1021/cr030681r Dupont J, 2004, J BRAZIL CHEM SOC, V15, P341, DOI 10.1590/S0103-50532004000300002 Durand J, 2008, CATAL COMMUN, V9, P273, DOI 10.1016/j.catcom.2007.06.015 Fei ZF, 2007, ORGANOMETALLICS, V26, P1588, DOI 10.1021/om060950e Fernandez F, 2007, DALTON T, P5572, DOI 10.1039/b713449e Gaikwad AV, 2007, CHEM-EUR J, V13, P6908, DOI 10.1002/chem.200700105 Gao SY, 2005, NANOTECHNOLOGY, V16, P1234, DOI 10.1088/0957-4484/16/8/042 Gopidas KR, 2003, NANO LETT, V3, P1757, DOI 10.1021/nl0348490 Gozzo FC, 2004, CHEM-EUR J, V10, P6187, DOI 10.1002/chem.200305742 Hardacre C, 2003, J CHEM PHYS, V118, P273, DOI 10.1063/1.1523917 Hart R, 2010, TETRAHEDRON, V66, P1082, DOI 10.1016/j.tet.2009.11.014 Hu J, 2005, LANGMUIR, V21, P2121, DOI 10.1021/la0471902 Jessop PG, 2005, NATURE, V436, P1102, DOI 10.1038/4361102a Kim N, 2004, TETRAHEDRON LETT, V45, P7057, DOI 10.1016/j.tetlet.2004.07.126 Lebel H, 2004, J AM CHEM SOC, V126, P5046, DOI 10.1021/ja049759r Liu Y, 2009, CURR ORG CHEM, V13, P1322 Liu YB, 2004, CHEM COMMUN, P398, DOI 10.1039/b313210m Liu YX, 2006, SCIENCE, V313, P958, DOI 10.1126/science.1128142 Mathews CJ, 2001, ORGANOMETALLICS, V20, P3848, DOI 10.1021/om0105223 Migowski P, 2007, CHEM-EUR J, V13, P32, DOI 10.1002/chem.200601438 Moreno-Manas M, 2003, ACCOUNTS CHEM RES, V36, P638, DOI 10.1021/ar020267y Narayanan R, 2003, J AM CHEM SOC, V125, P8340, DOI 10.1021/ja035044x Pachon LD, 2006, ADV SYNTH CATAL, V348, P1705, DOI 10.1002/adsc.200606132 Pathak S, 2000, CHEM MATER, V12, P1985, DOI 10.1021/cm0001556 Phan NTS, 2006, ADV SYNTH CATAL, V348, P609, DOI 10.1002/adsc.200505473 Pittelkow M, 2003, LANGMUIR, V19, P7682, DOI 10.1021/la0348822 Prechtl MHG, 2008, INORG CHEM, V47, P8995, DOI 10.1021/ic801014f Prechtl MHG, 2009, J MOL CATAL A-CHEM, V313, P74, DOI 10.1016/j.molcata.2009.08.004 Pryjomska-Ray I, 2006, TOP CATAL, V40, P173, DOI 10.1007/s11244-006-0119-1 Qiao K, 2008, CATAL COMMUN, V9, P2470, DOI 10.1016/j.catcom.2008.06.016 Ramarao C, 2002, CHEM COMMUN, P1132, DOI 10.1039/b200674j Reetz MT, 1996, CHEM COMMUN, P1921, DOI 10.1039/cc9960001921 Reetz MT, 2004, CHEM COMMUN, P1559, DOI 10.1039/b406719n Reetz MT, 1996, TETRAHEDRON LETT, V37, P4499, DOI 10.1016/0040-4039(96)00924-0 REETZ MT, 1994, J AM CHEM SOC, V116, P7401, DOI 10.1021/ja00095a051 Reetz MT, 2000, ANGEW CHEM INT EDIT, V39, P165, DOI 10.1002/(SICI)1521-3773(20000103)39:1<165::AID-ANIE165>3.0.CO;2-B REETZ MT, 1995, ANGEW CHEM INT EDIT, V34, P2240, DOI 10.1002/anie.199522401 Reetz MT, 1998, TETRAHEDRON LETT, V39, P8449, DOI 10.1016/S0040-4039(98)01967-4 Rocaboy C, 2003, NEW J CHEM, V27, P39, DOI 10.1039/b208545n Scholten JD, 2007, DALTON T, P5554, DOI 10.1039/b707888a TAKAHASH.Y, 1970, J CHEM SOC CHEM COMM, P1065, DOI 10.1039/c29700001065 Tao RT, 2009, GREEN CHEM, V11, P96, DOI 10.1039/b811587g Thathagar MB, 2006, ANGEW CHEM INT EDIT, V45, P2886, DOI 10.1002/anie.200504321 Tromp M, 2003, CHEM COMMUN, P128, DOI 10.1039/b206758g Tsuzuki S, 2005, J PHYS CHEM B, V109, P16474, DOI 10.1021/jp0533628 Umpierre AP, 2005, ADV SYNTH CATAL, V347, P1404, DOI 10.1002/adsc.200404313 Wang RH, 2007, EUR J ORG CHEM, P655, DOI 10.1002/ejoc.200600828 Xu LJ, 2000, ORGANOMETALLICS, V19, P1123, DOI 10.1021/om990956m Yan N, 2009, ORGANOMETALLICS, V28, P937, DOI 10.1021/om801083c Yang X, 2008, INORG CHEM, V47, P3292, DOI 10.1021/ic702305t Yang X, 2008, ORGANOMETALLICS, V27, P3971, DOI 10.1021/om800355g Ye CF, 2007, EUR J ORG CHEM, P5095, DOI 10.1002/ejoc.200700502 Yin LX, 2007, CHEM REV, V107, P133, DOI 10.1021/cr0505674 Zhao DB, 2004, J AM CHEM SOC, V126, P15876, DOI 10.1021/ja0463482 Zim D, 2008, J MOL CATAL A-CHEM, V287, P16, DOI 10.1016/j.molcata.2008.02.015 Prechtl, Martin H. G. Scholten, Jackson D. Dupont, Jairton Dupont, Jairton/F-7161-2010; Prechtl, Martin/A-7416-2008 Prechtl, Martin/0000-0003-2155-8006 Alexander-von-Humboldt Foundation; CNPq This work is financially supported by the Alexander-von-Humboldt Foundation (M. H. G. Prechtl) and CNPq. 31 Molecular diversity preservation international-mdpi Basel",
year = "2010",
doi = "10.3390/molecules15053441",
language = "English",
volume = "15",
pages = "3441--3461",
journal = "Molecules",
issn = "1420-3049",
publisher = "M D P I AG",
number = "5",

}

Carbon-Carbon Cross Coupling Reactions in Ionic Liquids Catalysed by Palladium Metal Nanoparticles. / Prechtl, M. H. G.; Scholten, J. D.; Dupont, J.

In: Molecules, Vol. 15, No. 5, 2010, p. 3441-3461.

Research output: Contribution to journalJournal articleResearchpeer-review

TY - JOUR

T1 - Carbon-Carbon Cross Coupling Reactions in Ionic Liquids Catalysed by Palladium Metal Nanoparticles

AU - Prechtl, M. H. G.

AU - Scholten, J. D.

AU - Dupont, J.

N1 - ISI Document Delivery No.: 601YY Times Cited: 31 Cited Reference Count: 82 Cited References: Astruc D, 2007, INORG CHEM, V46, P1884, DOI 10.1021/ic062183h Bedford RB, 2003, CHEM COMMUN, P1787, DOI 10.1039/b211298c Beletskaya IP, 2000, CHEM REV, V100, P3009, DOI 10.1021/cr9903048 Bernardi F, 2009, CHEM PHYS LETT, V479, P113, DOI 10.1016/j.cplett.2009.07.110 BONNEMANN H, 1991, ANGEW CHEM INT EDIT, V30, P1312, DOI 10.1002/anie.199113121 BONNEMANN H, 1990, ANGEW CHEM INT EDIT, V29, P273, DOI 10.1002/anie.199002731 Calo V, 2004, ORGANOMETALLICS, V23, P5154, DOI 10.1021/om049586e Calo V, 2003, J ORG CHEM, V68, P2929, DOI 10.1021/jo026877t Calo V, 2009, ANGEW CHEM INT EDIT, V48, P6101, DOI 10.1002/anie.200902337 Calo V, 2003, ORGANOMETALLICS, V22, P4193, DOI 10.1021/om034020w Calo V, 2005, J ORG CHEM, V70, P6040, DOI 10.1021/jo050801q Calo V, 2009, CHEM-EUR J, V15, P1272, DOI 10.1002/chem.200801621 Cassol CC, 2005, J AM CHEM SOC, V127, P3298, DOI 10.1021/ja0430043 Chiappe C, 2006, ADV SYNTH CATAL, V348, P68, DOI 10.1002/adsc.200505271 COLLMAN JP, 1984, J AM CHEM SOC, V106, P2569, DOI 10.1021/ja00321a014 Consorti CS, 2005, J AM CHEM SOC, V127, P12054, DOI 10.1021/ja051834q Corma A, 2005, J MOL CATAL A-CHEM, V230, P97, DOI 10.1016/j.molcata.2004.11.030 Corma A, 2004, TETRAHEDRON, V60, P8553, DOI 10.1016/j.tet.2004.06.121 Cui YG, 2010, PHYS CHEM CHEM PHYS, V12, P1834, DOI 10.1039/b920025h de Vries JG, 2006, DALTON T, P421, DOI 10.1039/b506276b Deshmukh RR, 2001, CHEM COMMUN, P1544, DOI 10.1039/b104532f de Vries AHM, 2003, ORG LETT, V5, P3285, DOI 10.1021/ol035184b de Vries AHM, 2002, ADV SYNTH CATAL, V344, P996 de Vries AHM, 2003, ABSTR PAP AM CHEM S, V225, pU287 Dupont J, 2010, CHEM SOC REV, V39, P1780, DOI 10.1039/b822551f Dupont J, 2002, CHEM REV, V102, P3667, DOI 10.1021/cr010338r Dupont J, 2004, ANGEW CHEM INT EDIT, V43, P5296, DOI 10.1002/anie.200460431 Dupont J, 2005, CHEM REV, V105, P2527, DOI 10.1021/cr030681r Dupont J, 2004, J BRAZIL CHEM SOC, V15, P341, DOI 10.1590/S0103-50532004000300002 Durand J, 2008, CATAL COMMUN, V9, P273, DOI 10.1016/j.catcom.2007.06.015 Fei ZF, 2007, ORGANOMETALLICS, V26, P1588, DOI 10.1021/om060950e Fernandez F, 2007, DALTON T, P5572, DOI 10.1039/b713449e Gaikwad AV, 2007, CHEM-EUR J, V13, P6908, DOI 10.1002/chem.200700105 Gao SY, 2005, NANOTECHNOLOGY, V16, P1234, DOI 10.1088/0957-4484/16/8/042 Gopidas KR, 2003, NANO LETT, V3, P1757, DOI 10.1021/nl0348490 Gozzo FC, 2004, CHEM-EUR J, V10, P6187, DOI 10.1002/chem.200305742 Hardacre C, 2003, J CHEM PHYS, V118, P273, DOI 10.1063/1.1523917 Hart R, 2010, TETRAHEDRON, V66, P1082, DOI 10.1016/j.tet.2009.11.014 Hu J, 2005, LANGMUIR, V21, P2121, DOI 10.1021/la0471902 Jessop PG, 2005, NATURE, V436, P1102, DOI 10.1038/4361102a Kim N, 2004, TETRAHEDRON LETT, V45, P7057, DOI 10.1016/j.tetlet.2004.07.126 Lebel H, 2004, J AM CHEM SOC, V126, P5046, DOI 10.1021/ja049759r Liu Y, 2009, CURR ORG CHEM, V13, P1322 Liu YB, 2004, CHEM COMMUN, P398, DOI 10.1039/b313210m Liu YX, 2006, 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G. Scholten, Jackson D. Dupont, Jairton Dupont, Jairton/F-7161-2010; Prechtl, Martin/A-7416-2008 Prechtl, Martin/0000-0003-2155-8006 Alexander-von-Humboldt Foundation; CNPq This work is financially supported by the Alexander-von-Humboldt Foundation (M. H. G. Prechtl) and CNPq. 31 Molecular diversity preservation international-mdpi Basel

PY - 2010

Y1 - 2010

N2 - A brief summary of selected pioneering and mechanistic contributions in the field of carbon-carbon cross-coupling reactions with palladium nanoparticles (Pd-NPs) in ionic liquids (ILs) is presented. Five exemplary model systems using the Pd-NPs/ILs approach are presented: Heck, Suzuki, Stille, Sonogashira and Ullmann reactions which all have in common the use of ionic liquids as reaction media and the use of palladium nanoparticles as reservoir for the catalytically active palladium species.

AB - A brief summary of selected pioneering and mechanistic contributions in the field of carbon-carbon cross-coupling reactions with palladium nanoparticles (Pd-NPs) in ionic liquids (ILs) is presented. Five exemplary model systems using the Pd-NPs/ILs approach are presented: Heck, Suzuki, Stille, Sonogashira and Ullmann reactions which all have in common the use of ionic liquids as reaction media and the use of palladium nanoparticles as reservoir for the catalytically active palladium species.

KW - palladium nanoparticles ionic liquids cross-coupling Heck Suzuki Stille Sonogashira Ullmann ligand-free palladium heck reaction c-c pd nanoparticles selective hydrogenation heterogeneous catalysis pd(0) nanoparticles efficient catalysts ullmann reactions

U2 - 10.3390/molecules15053441

DO - 10.3390/molecules15053441

M3 - Journal article

VL - 15

SP - 3441

EP - 3461

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 5

ER -