Molecular Palladium Precursors for Pd0 Nanoparticle Preparation by Microwave Irradiation: Synthesis, Structural Characterization and Catalytic Activity

Frank Heinrich, Michael T. Kessler, Stephan Dohmen, M. Singh, Martin H. G. Prechtl, S. Mathur

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

Resumé

Two new palladium complexes [Pd(MEA)2Cl2] (1) and [Pd(MEA)2Br2] (2) [MEA = (2-methoxyethyl)amine] were synthesized by the reaction of 2 equiv. of MEA with PdCl2 or [(cod)PdBr2] (cod = cycloocta-1,5-diene), respectively. Single-crystal X-ray diffraction analysis of 1 and 2 revealed the formation of square-planar trans complexes with palladium coordinated by chloride/bromide ions and N-atoms of MEA bonded in a monodentate fashion. Given their molecular form and solubility, 1 and 2 act as intractable precursors to Pd nanoparticles by microwave-assisted synthesis. The influence of the reaction temperature, irradiation time and surfactant (PVP) concentration on the size (540 nm) of the resulting particles was studied by DLS (hydrodynamic diameter) and TEM analyses (particle size). The growth mechanism of the nanoparticles depended on the type of halide ligand. Powder X-ray diffractometry confirmed the formation of elemental Pd particles that were embedded in carbonized wood to examine their potential as a catalyst. The catalytic activity of these nanoscale particles was evaluated in carboncarbon cross-coupling reactions by using Heck, Suzuki and Sonogashira reactions as benchmark models. The investigations included recycling experiments that resulted in total turnover numbers of 4321 (Heck), 6173 (Sonogashira) and 8223 (Suzuki).
OriginalsprogEngelsk
TidsskriftEuropean Journal of Inorganic Chemistry
Udgave nummer36
Sider (fra-til)6027-6033
Antal sider7
ISSN1434-1948
DOI
StatusUdgivet - 2012
Udgivet eksterntJa

Citer dette

@article{c1d0203008fe4a16a492e74b83a3b228,
title = "Molecular Palladium Precursors for Pd0 Nanoparticle Preparation by Microwave Irradiation: Synthesis, Structural Characterization and Catalytic Activity",
abstract = "Two new palladium complexes [Pd(MEA)2Cl2] (1) and [Pd(MEA)2Br2] (2) [MEA = (2-methoxyethyl)amine] were synthesized by the reaction of 2 equiv. of MEA with PdCl2 or [(cod)PdBr2] (cod = cycloocta-1,5-diene), respectively. Single-crystal X-ray diffraction analysis of 1 and 2 revealed the formation of square-planar trans complexes with palladium coordinated by chloride/bromide ions and N-atoms of MEA bonded in a monodentate fashion. Given their molecular form and solubility, 1 and 2 act as intractable precursors to Pd nanoparticles by microwave-assisted synthesis. The influence of the reaction temperature, irradiation time and surfactant (PVP) concentration on the size (540 nm) of the resulting particles was studied by DLS (hydrodynamic diameter) and TEM analyses (particle size). The growth mechanism of the nanoparticles depended on the type of halide ligand. Powder X-ray diffractometry confirmed the formation of elemental Pd particles that were embedded in carbonized wood to examine their potential as a catalyst. The catalytic activity of these nanoscale particles was evaluated in carboncarbon cross-coupling reactions by using Heck, Suzuki and Sonogashira reactions as benchmark models. The investigations included recycling experiments that resulted in total turnover numbers of 4321 (Heck), 6173 (Sonogashira) and 8223 (Suzuki).",
keywords = "Palladium Complexes Nanoparticles Cross-coupling Heck reaction Wood ligand-free palladium coupling reactions heck reaction metal nanoparticles ionic liquids hydrogen gas noble-metal suzuki nanostructures morphology Chemistry",
author = "Frank Heinrich and Kessler, {Michael T.} and Stephan Dohmen and M. Singh and Prechtl, {Martin H. G.} and S. Mathur",
note = "ISI Document Delivery No.: 053RO Times Cited: 0 Cited Reference Count: 48 Cited References: Alimardanov A, 2004, ADV SYNTH CATAL, V346, P1812, DOI 10.1002/adsc.200404210 Barnard C, 2008, PLATIN MET REV, V52, P38, DOI 10.1595/147106708X256634 Beletskaya IP, 2008, SYNLETT, P1547, DOI 10.1055/s-2008-1078430 Brauer G., 1981, HDB PRAPARATIVEN ANO, V3, P1377 Cassol CC, 2005, J AM CHEM SOC, V127, P3298, DOI 10.1021/ja0430043 Centi G, 2001, J MOL CATAL A-CHEM, V173, P287, DOI 10.1016/S1381-1169(01)00155-8 Chen JJ, 2010, IEEE T NANOTECHNOL, V9, P634, DOI 10.1109/TNANO.2010.2052629 Chen YX, 2005, J MATER SCI TECHNOL, V21, P187 Choi H. H., 2010, INEC 2010 3 INT NAN, p[1, 533] Choo H, 2006, J MOL CATAL A-CHEM, V244, P217, DOI 10.1016/j.molcata.2005.09.009 Consorti CS, 2005, J AM CHEM SOC, V127, P12054, DOI 10.1021/ja051834q Du LH, 2007, SYNTHETIC COMMUN, V37, P217, DOI 10.1080/00397910601031801 Du ZY, 2011, TETRAHEDRON, V67, P4914, DOI 10.1016/j.tet.2011.04.093 Dupont J, 2010, CHEM SOC REV, V39, P1780, DOI 10.1039/b822551f Fei ZF, 2007, ORGANOMETALLICS, V26, P1588, DOI 10.1021/om060950e Hegde MS, 2009, ACCOUNTS CHEM RES, V42, P704, DOI 10.1021/ar800209s HEIMBACH P, 1973, J ORGANOMET CHEM, V49, P483, DOI 10.1016/S0022-328X(00)84240-0 Ho PF, 2004, NANOTECHNOLOGY, V15, P1059, DOI 10.1088/0957-4484/15/8/035 Huang T., 2010, MAT RES B, V45, P159 Im SH, 2005, ANGEW CHEM INT EDIT, V44, P2154, DOI 10.1002/anie.200462208 Kim SW, 2002, J AM CHEM SOC, V124, P7642, DOI 10.1021/ja026032z Lamblin M, 2010, ADV SYNTH CATAL, V352, P33, DOI 10.1002/adsc.200900765 Li DS, 2008, J NANOSCI NANOTECHNO, V8, P3930, DOI 10.1166/jnn.2008.184 Martins DD, 2010, TETRAHEDRON LETT, V51, P6814, DOI 10.1016/j.tetlet.2010.09.145 Nadagouda MN, 2011, ACCOUNTS CHEM RES, V44, P469, DOI 10.1021/ar1001457 Noh JS, 2011, SENSORS-BASEL, V11, P825, DOI 10.3390/s110100825 Papadakis VG, 1996, CATAL TODAY, V29, P71, DOI 10.1016/0920-5861(95)00268-5 Patton JF, 2010, SENSOR ACTUAT A-PHYS, V163, P464, DOI 10.1016/j.sna.2010.08.025 Penner RM, 2010, MRS BULL, V35, P771, DOI 10.1557/mrs2010.506 Prechtl MHG, 2010, MOLECULES, V15, P3441, DOI 10.3390/molecules15053441 Rangheard C, 2010, DALTON T, V39, P8464, DOI 10.1039/c0dt00177e Reetz MT, 2004, CHEM COMMUN, P1559, DOI 10.1039/b406719n 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 Sennik E, 2010, J APPL PHYS, V108, DOI 10.1063/1.3481430 Shen QM, 2009, J PHYS CHEM C, V113, P1267, DOI 10.1021/jp807881s Silva AD, 2010, TETRAHEDRON LETT, V51, P3883, DOI 10.1016/j.tetlet.2010.04.092 Twigg MV, 2011, CATAL TODAY, V163, P33, DOI 10.1016/j.cattod.2010.12.044 Umpierre AP, 2011, CHEMCATCHEM, V3, P1413, DOI 10.1002/cctc.201100159 Venkatesan R, 2011, J MATER CHEM, V21, P3030, DOI 10.1039/c0jm03557b von Hagen R., 2010, CHEM COMMUN, V46, P6509 Vons VA, 2010, INT J HYDROGEN ENERG, V35, P5479, DOI 10.1016/j.ijhydene.2010.02.118 Wu XF, 2010, ANGEW CHEM INT EDIT, V49, P9047, DOI 10.1002/anie.201006374 Wu ZB, 2009, J HAZARD MATER, V164, P542, DOI 10.1016/j.jhazmat.2008.08.028 Xiong YJ, 2007, CHEM PHYS LETT, V440, P273, DOI 10.1016/j.cplett.2007.04.074 Xiong YJ, 2005, J AM CHEM SOC, V127, P17118, DOI 10.1021/ja056498s Xiong YJ, 2005, J AM CHEM SOC, V127, P7332, DOI 10.1021/ja0513741 Xiong YJ, 2007, J AM CHEM SOC, V129, P3665, DOI 10.1021/ja0688023 Yang DJ, 2010, ADV FUNCT MATER, V20, P4258, DOI 10.1002/adfm.201001251 Heinrich, Frank Kessler, Michael T. Dohmen, Stephan Singh, Mrityunjay Prechtl, Martin H. G. Mathur, Sanjay Prechtl, Martin/A-7416-2008 Prechtl, Martin/0000-0003-2155-8006 University of Cologne; Regional Research Cluster - Sustainable Chemical Systems (SusChemSys); Ministry of Innovation, Science and Research of the state NRW (MIWF-NRW) The authors gratefully acknowledge the University of Cologne and the Regional Research Cluster - Sustainable Chemical Systems (SusChemSys) for financial support. Thanks are due to Dr. H. Shen and J. Schlafer (TEM analysis), Dr. I. Pantenburg (single-crystal X-ray diffractometry), R. Fiz (SEM analysis), A. Baum (mass spectrometry), and S. Kremer (CHNS analysis) for their help and discussions. M. H. G. P. is thankful to the Ministry of Innovation, Science and Research of the state NRW (MIWF-NRW) for financial support. 0 Wiley-v c h verlag gmbh Weinheim",
year = "2012",
doi = "10.1002/ejic.201200380",
language = "English",
pages = "6027--6033",
journal = "European Journal of Inorganic Chemistry",
issn = "1434-1948",
publisher = "Wiley - V C H Verlag GmbH & Co. KGaA",
number = "36",

}

Molecular Palladium Precursors for Pd0 Nanoparticle Preparation by Microwave Irradiation: Synthesis, Structural Characterization and Catalytic Activity. / Heinrich, Frank; Kessler, Michael T.; Dohmen, Stephan; Singh, M.; Prechtl, Martin H. G.; Mathur, S.

I: European Journal of Inorganic Chemistry, Nr. 36, 2012, s. 6027-6033.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

TY - JOUR

T1 - Molecular Palladium Precursors for Pd0 Nanoparticle Preparation by Microwave Irradiation: Synthesis, Structural Characterization and Catalytic Activity

AU - Heinrich, Frank

AU - Kessler, Michael T.

AU - Dohmen, Stephan

AU - Singh, M.

AU - Prechtl, Martin H. G.

AU - Mathur, S.

N1 - ISI Document Delivery No.: 053RO Times Cited: 0 Cited Reference Count: 48 Cited References: Alimardanov A, 2004, ADV SYNTH CATAL, V346, P1812, DOI 10.1002/adsc.200404210 Barnard C, 2008, PLATIN MET REV, V52, P38, DOI 10.1595/147106708X256634 Beletskaya IP, 2008, SYNLETT, P1547, DOI 10.1055/s-2008-1078430 Brauer G., 1981, HDB PRAPARATIVEN ANO, V3, P1377 Cassol CC, 2005, J AM CHEM SOC, V127, P3298, DOI 10.1021/ja0430043 Centi G, 2001, J MOL CATAL A-CHEM, V173, P287, DOI 10.1016/S1381-1169(01)00155-8 Chen JJ, 2010, IEEE T NANOTECHNOL, V9, P634, DOI 10.1109/TNANO.2010.2052629 Chen YX, 2005, J MATER SCI TECHNOL, V21, P187 Choi H. H., 2010, INEC 2010 3 INT NAN, p[1, 533] Choo H, 2006, J MOL CATAL A-CHEM, V244, P217, DOI 10.1016/j.molcata.2005.09.009 Consorti CS, 2005, J AM CHEM SOC, V127, P12054, DOI 10.1021/ja051834q Du LH, 2007, SYNTHETIC COMMUN, V37, P217, DOI 10.1080/00397910601031801 Du ZY, 2011, TETRAHEDRON, V67, P4914, DOI 10.1016/j.tet.2011.04.093 Dupont J, 2010, CHEM SOC REV, V39, P1780, DOI 10.1039/b822551f Fei ZF, 2007, ORGANOMETALLICS, V26, P1588, DOI 10.1021/om060950e Hegde MS, 2009, ACCOUNTS CHEM RES, V42, P704, DOI 10.1021/ar800209s HEIMBACH P, 1973, J ORGANOMET CHEM, V49, P483, DOI 10.1016/S0022-328X(00)84240-0 Ho PF, 2004, NANOTECHNOLOGY, V15, P1059, DOI 10.1088/0957-4484/15/8/035 Huang T., 2010, MAT RES B, V45, P159 Im SH, 2005, ANGEW CHEM INT EDIT, V44, P2154, DOI 10.1002/anie.200462208 Kim SW, 2002, J AM CHEM SOC, V124, P7642, DOI 10.1021/ja026032z Lamblin M, 2010, ADV SYNTH CATAL, V352, P33, DOI 10.1002/adsc.200900765 Li DS, 2008, J NANOSCI NANOTECHNO, V8, P3930, DOI 10.1166/jnn.2008.184 Martins DD, 2010, TETRAHEDRON LETT, V51, P6814, DOI 10.1016/j.tetlet.2010.09.145 Nadagouda MN, 2011, ACCOUNTS CHEM RES, V44, P469, DOI 10.1021/ar1001457 Noh JS, 2011, SENSORS-BASEL, V11, P825, DOI 10.3390/s110100825 Papadakis VG, 1996, CATAL TODAY, V29, P71, DOI 10.1016/0920-5861(95)00268-5 Patton JF, 2010, SENSOR ACTUAT A-PHYS, V163, P464, DOI 10.1016/j.sna.2010.08.025 Penner RM, 2010, MRS BULL, V35, P771, DOI 10.1557/mrs2010.506 Prechtl MHG, 2010, MOLECULES, V15, P3441, DOI 10.3390/molecules15053441 Rangheard C, 2010, DALTON T, V39, P8464, DOI 10.1039/c0dt00177e Reetz MT, 2004, CHEM COMMUN, P1559, DOI 10.1039/b406719n 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 Sennik E, 2010, J APPL PHYS, V108, DOI 10.1063/1.3481430 Shen QM, 2009, J PHYS CHEM C, V113, P1267, DOI 10.1021/jp807881s Silva AD, 2010, TETRAHEDRON LETT, V51, P3883, DOI 10.1016/j.tetlet.2010.04.092 Twigg MV, 2011, CATAL TODAY, V163, P33, DOI 10.1016/j.cattod.2010.12.044 Umpierre AP, 2011, CHEMCATCHEM, V3, P1413, DOI 10.1002/cctc.201100159 Venkatesan R, 2011, J MATER CHEM, V21, P3030, DOI 10.1039/c0jm03557b von Hagen R., 2010, CHEM COMMUN, V46, P6509 Vons VA, 2010, INT J HYDROGEN ENERG, V35, P5479, DOI 10.1016/j.ijhydene.2010.02.118 Wu XF, 2010, ANGEW CHEM INT EDIT, V49, P9047, DOI 10.1002/anie.201006374 Wu ZB, 2009, J HAZARD MATER, V164, P542, DOI 10.1016/j.jhazmat.2008.08.028 Xiong YJ, 2007, CHEM PHYS LETT, V440, P273, DOI 10.1016/j.cplett.2007.04.074 Xiong YJ, 2005, J AM CHEM SOC, V127, P17118, DOI 10.1021/ja056498s Xiong YJ, 2005, J AM CHEM SOC, V127, P7332, DOI 10.1021/ja0513741 Xiong YJ, 2007, J AM CHEM SOC, V129, P3665, DOI 10.1021/ja0688023 Yang DJ, 2010, ADV FUNCT MATER, V20, P4258, DOI 10.1002/adfm.201001251 Heinrich, Frank Kessler, Michael T. Dohmen, Stephan Singh, Mrityunjay Prechtl, Martin H. G. Mathur, Sanjay Prechtl, Martin/A-7416-2008 Prechtl, Martin/0000-0003-2155-8006 University of Cologne; Regional Research Cluster - Sustainable Chemical Systems (SusChemSys); Ministry of Innovation, Science and Research of the state NRW (MIWF-NRW) The authors gratefully acknowledge the University of Cologne and the Regional Research Cluster - Sustainable Chemical Systems (SusChemSys) for financial support. Thanks are due to Dr. H. Shen and J. Schlafer (TEM analysis), Dr. I. Pantenburg (single-crystal X-ray diffractometry), R. Fiz (SEM analysis), A. Baum (mass spectrometry), and S. Kremer (CHNS analysis) for their help and discussions. M. H. G. P. is thankful to the Ministry of Innovation, Science and Research of the state NRW (MIWF-NRW) for financial support. 0 Wiley-v c h verlag gmbh Weinheim

PY - 2012

Y1 - 2012

N2 - Two new palladium complexes [Pd(MEA)2Cl2] (1) and [Pd(MEA)2Br2] (2) [MEA = (2-methoxyethyl)amine] were synthesized by the reaction of 2 equiv. of MEA with PdCl2 or [(cod)PdBr2] (cod = cycloocta-1,5-diene), respectively. Single-crystal X-ray diffraction analysis of 1 and 2 revealed the formation of square-planar trans complexes with palladium coordinated by chloride/bromide ions and N-atoms of MEA bonded in a monodentate fashion. Given their molecular form and solubility, 1 and 2 act as intractable precursors to Pd nanoparticles by microwave-assisted synthesis. The influence of the reaction temperature, irradiation time and surfactant (PVP) concentration on the size (540 nm) of the resulting particles was studied by DLS (hydrodynamic diameter) and TEM analyses (particle size). The growth mechanism of the nanoparticles depended on the type of halide ligand. Powder X-ray diffractometry confirmed the formation of elemental Pd particles that were embedded in carbonized wood to examine their potential as a catalyst. The catalytic activity of these nanoscale particles was evaluated in carboncarbon cross-coupling reactions by using Heck, Suzuki and Sonogashira reactions as benchmark models. The investigations included recycling experiments that resulted in total turnover numbers of 4321 (Heck), 6173 (Sonogashira) and 8223 (Suzuki).

AB - Two new palladium complexes [Pd(MEA)2Cl2] (1) and [Pd(MEA)2Br2] (2) [MEA = (2-methoxyethyl)amine] were synthesized by the reaction of 2 equiv. of MEA with PdCl2 or [(cod)PdBr2] (cod = cycloocta-1,5-diene), respectively. Single-crystal X-ray diffraction analysis of 1 and 2 revealed the formation of square-planar trans complexes with palladium coordinated by chloride/bromide ions and N-atoms of MEA bonded in a monodentate fashion. Given their molecular form and solubility, 1 and 2 act as intractable precursors to Pd nanoparticles by microwave-assisted synthesis. The influence of the reaction temperature, irradiation time and surfactant (PVP) concentration on the size (540 nm) of the resulting particles was studied by DLS (hydrodynamic diameter) and TEM analyses (particle size). The growth mechanism of the nanoparticles depended on the type of halide ligand. Powder X-ray diffractometry confirmed the formation of elemental Pd particles that were embedded in carbonized wood to examine their potential as a catalyst. The catalytic activity of these nanoscale particles was evaluated in carboncarbon cross-coupling reactions by using Heck, Suzuki and Sonogashira reactions as benchmark models. The investigations included recycling experiments that resulted in total turnover numbers of 4321 (Heck), 6173 (Sonogashira) and 8223 (Suzuki).

KW - Palladium Complexes Nanoparticles Cross-coupling Heck reaction Wood ligand-free palladium coupling reactions heck reaction metal nanoparticles ionic liquids hydrogen gas noble-metal suzuki nanostructures morphology Chemistry

U2 - 10.1002/ejic.201200380

DO - 10.1002/ejic.201200380

M3 - Journal article

SP - 6027

EP - 6033

JO - European Journal of Inorganic Chemistry

JF - European Journal of Inorganic Chemistry

SN - 1434-1948

IS - 36

ER -