Tuning the selectivity of ruthenium nanoscale catalysts with functionalised ionic liquids: Hydrogenation of nitriles

Martin H. G. Prechtl, Jackson D. Scholten, Jairton Dupont

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

Resumé

Ruthenium nanoparticles prepared in nitrile-functionalised ionic liquids (ILs) display unusual selectivities toward the hydrogenation of nitrile containing aromatic compounds. In particular, a selective catalytic hydrogenative coupling of nitriles was observed. In this transformation, nitrile groups are exclusively hydrogenated in the presence of arenes, which are typically hydrogenated by ruthenium nanoparticles in non-functionalised ILs. The catalyst material was characterised by means of TEM and EDS analysis. Furthermore, molecular species formed during the catalytic process were characterised by MS-analysis of the gaseous phase and the ionic liquid phase by ESI/MS Q-TOR. (C) 2009 Elsevier B.V. All rights reserved.
OriginalsprogEngelsk
TidsskriftJournal of Molecular Catalysis A: Chemical
Vol/bind313
Udgave nummer1-2
Sider (fra-til)74-78
Antal sider5
ISSN1381-1169
DOI
StatusUdgivet - 2009
Udgivet eksterntJa

Citer dette

@article{1c48204cdc044dab87e3edc53346eef2,
title = "Tuning the selectivity of ruthenium nanoscale catalysts with functionalised ionic liquids: Hydrogenation of nitriles",
abstract = "Ruthenium nanoparticles prepared in nitrile-functionalised ionic liquids (ILs) display unusual selectivities toward the hydrogenation of nitrile containing aromatic compounds. In particular, a selective catalytic hydrogenative coupling of nitriles was observed. In this transformation, nitrile groups are exclusively hydrogenated in the presence of arenes, which are typically hydrogenated by ruthenium nanoparticles in non-functionalised ILs. The catalyst material was characterised by means of TEM and EDS analysis. Furthermore, molecular species formed during the catalytic process were characterised by MS-analysis of the gaseous phase and the ionic liquid phase by ESI/MS Q-TOR. (C) 2009 Elsevier B.V. All rights reserved.",
keywords = "Ru catalysts Ru nanoparticles Ionic liquids Hydrogenation Nitrile Arenes arene hydrogenation primary amines heck reaction raney-co nanoparticles reduction Chemistry",
author = "Prechtl, {Martin H. G.} and Scholten, {Jackson D.} and Jairton Dupont",
note = "ISI Document Delivery No.: 507YV Times Cited: 21 Cited Reference Count: 25 Cited References: Addis D, 2009, TETRAHEDRON LETT, V50, P3654, DOI 10.1016/j.tetlet.2009.03.108 Astruc D, 2005, ANGEW CHEM INT EDIT, V44, P7852, DOI 10.1002/anie.200500766 Cassol CC, 2006, ADV SYNTH CATAL, V348, P243, DOI 10.1002/adsc.200505295 Cassol CC, 2005, J AM CHEM SOC, V127, P3298, DOI 10.1021/ja0430043 Chojecki A, 2007, J CATAL, V245, P237, DOI 10.1016/j.jcat.2006.10.012 Dyson PJ, 2003, DALTON T, P2964, DOI 10.1039/b303250g Enthaler S, 2008, CHEMSUSCHEM, V1, P1006, DOI 10.1002/cssc.200800185 Enthaler S, 2008, CHEM-EUR J, V14, P9491, DOI 10.1002/chem.200801600 Fei ZF, 2007, ORGANOMETALLICS, V26, P1588, DOI 10.1021/om060950e Fonseca GS, 2004, SYNLETT, P1525, DOI 10.1055/s-2004-829061 Fonseca GS, 2003, CHEM-EUR J, V9, P3263, DOI 10.1002/chem.200304753 Gruber AS, 2001, TETRAHEDRON LETT, V42, P7345, DOI 10.1016/S0040-4039(01)01590-8 Gutel T, 2007, J MATER CHEM, V17, P3290, DOI 10.1039/b706139k Jansat S, 2004, J AM CHEM SOC, V126, P1592, DOI 10.1021/ja036132k JESSOP PG, 1992, COORDIN CHEM REV, V121, P155, DOI 10.1016/0010-8545(92)80067-2 Migowski P, 2007, CHEM-EUR J, V13, P32, DOI 10.1002/chem.200601438 Obert K, 2009, APPL CATAL A-GEN, V356, P43, DOI 10.1016/j.apcata.2008.12.016 PACIELLO RA, 1996, Patent No. 9623802 Prechtl MHG, 2008, INORG CHEM, V47, P8995, DOI 10.1021/ic801014f Reetz MT, 2004, CHEM COMMUN, P1559, DOI 10.1039/b406719n Roucoux A, 2002, CHEM REV, V102, P3757, DOI 10.1021/cr010350j Scharringer P, 2008, J CATAL, V253, P167, DOI 10.1016/j.jcat.2007.10.008 Scharringer P, 2009, J CATAL, V263, P34, DOI 10.1016/j.jcat.2009.01.009 Silveira ET, 2004, CHEM-EUR J, V10, P3734, DOI 10.1002/chem.200305765 Zhao DB, 2004, INORG CHEM, V43, P2197, DOI 10.1021/ic034801p 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; NCT-Catal.; Petrobras; CAPES The authors thank the Alexander-Von-Humboldt Foundation (Dr. M.H.G. Prechtl), CNPq, INCT-Catal., Petrobras, and CAPES for funding. 21 Elsevier science bv Amsterdam",
year = "2009",
doi = "10.1016/j.molcata.2009.08.004",
language = "English",
volume = "313",
pages = "74--78",
journal = "Journal of Molecular Catalysis A: Chemical",
issn = "1381-1169",
publisher = "Elsevier BV",
number = "1-2",

}

Tuning the selectivity of ruthenium nanoscale catalysts with functionalised ionic liquids: Hydrogenation of nitriles. / Prechtl, Martin H. G.; Scholten, Jackson D.; Dupont, Jairton.

I: Journal of Molecular Catalysis A: Chemical, Bind 313, Nr. 1-2, 2009, s. 74-78.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

TY - JOUR

T1 - Tuning the selectivity of ruthenium nanoscale catalysts with functionalised ionic liquids: Hydrogenation of nitriles

AU - Prechtl, Martin H. G.

AU - Scholten, Jackson D.

AU - Dupont, Jairton

N1 - ISI Document Delivery No.: 507YV Times Cited: 21 Cited Reference Count: 25 Cited References: Addis D, 2009, TETRAHEDRON LETT, V50, P3654, DOI 10.1016/j.tetlet.2009.03.108 Astruc D, 2005, ANGEW CHEM INT EDIT, V44, P7852, DOI 10.1002/anie.200500766 Cassol CC, 2006, ADV SYNTH CATAL, V348, P243, DOI 10.1002/adsc.200505295 Cassol CC, 2005, J AM CHEM SOC, V127, P3298, DOI 10.1021/ja0430043 Chojecki A, 2007, J CATAL, V245, P237, DOI 10.1016/j.jcat.2006.10.012 Dyson PJ, 2003, DALTON T, P2964, DOI 10.1039/b303250g Enthaler S, 2008, CHEMSUSCHEM, V1, P1006, DOI 10.1002/cssc.200800185 Enthaler S, 2008, CHEM-EUR J, V14, P9491, DOI 10.1002/chem.200801600 Fei ZF, 2007, ORGANOMETALLICS, V26, P1588, DOI 10.1021/om060950e Fonseca GS, 2004, SYNLETT, P1525, DOI 10.1055/s-2004-829061 Fonseca GS, 2003, CHEM-EUR J, V9, P3263, DOI 10.1002/chem.200304753 Gruber AS, 2001, TETRAHEDRON LETT, V42, P7345, DOI 10.1016/S0040-4039(01)01590-8 Gutel T, 2007, J MATER CHEM, V17, P3290, DOI 10.1039/b706139k Jansat S, 2004, J AM CHEM SOC, V126, P1592, DOI 10.1021/ja036132k JESSOP PG, 1992, COORDIN CHEM REV, V121, P155, DOI 10.1016/0010-8545(92)80067-2 Migowski P, 2007, CHEM-EUR J, V13, P32, DOI 10.1002/chem.200601438 Obert K, 2009, APPL CATAL A-GEN, V356, P43, DOI 10.1016/j.apcata.2008.12.016 PACIELLO RA, 1996, Patent No. 9623802 Prechtl MHG, 2008, INORG CHEM, V47, P8995, DOI 10.1021/ic801014f Reetz MT, 2004, CHEM COMMUN, P1559, DOI 10.1039/b406719n Roucoux A, 2002, CHEM REV, V102, P3757, DOI 10.1021/cr010350j Scharringer P, 2008, J CATAL, V253, P167, DOI 10.1016/j.jcat.2007.10.008 Scharringer P, 2009, J CATAL, V263, P34, DOI 10.1016/j.jcat.2009.01.009 Silveira ET, 2004, CHEM-EUR J, V10, P3734, DOI 10.1002/chem.200305765 Zhao DB, 2004, INORG CHEM, V43, P2197, DOI 10.1021/ic034801p 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; NCT-Catal.; Petrobras; CAPES The authors thank the Alexander-Von-Humboldt Foundation (Dr. M.H.G. Prechtl), CNPq, INCT-Catal., Petrobras, and CAPES for funding. 21 Elsevier science bv Amsterdam

PY - 2009

Y1 - 2009

N2 - Ruthenium nanoparticles prepared in nitrile-functionalised ionic liquids (ILs) display unusual selectivities toward the hydrogenation of nitrile containing aromatic compounds. In particular, a selective catalytic hydrogenative coupling of nitriles was observed. In this transformation, nitrile groups are exclusively hydrogenated in the presence of arenes, which are typically hydrogenated by ruthenium nanoparticles in non-functionalised ILs. The catalyst material was characterised by means of TEM and EDS analysis. Furthermore, molecular species formed during the catalytic process were characterised by MS-analysis of the gaseous phase and the ionic liquid phase by ESI/MS Q-TOR. (C) 2009 Elsevier B.V. All rights reserved.

AB - Ruthenium nanoparticles prepared in nitrile-functionalised ionic liquids (ILs) display unusual selectivities toward the hydrogenation of nitrile containing aromatic compounds. In particular, a selective catalytic hydrogenative coupling of nitriles was observed. In this transformation, nitrile groups are exclusively hydrogenated in the presence of arenes, which are typically hydrogenated by ruthenium nanoparticles in non-functionalised ILs. The catalyst material was characterised by means of TEM and EDS analysis. Furthermore, molecular species formed during the catalytic process were characterised by MS-analysis of the gaseous phase and the ionic liquid phase by ESI/MS Q-TOR. (C) 2009 Elsevier B.V. All rights reserved.

KW - Ru catalysts Ru nanoparticles Ionic liquids Hydrogenation Nitrile Arenes arene hydrogenation primary amines heck reaction raney-co nanoparticles reduction Chemistry

U2 - 10.1016/j.molcata.2009.08.004

DO - 10.1016/j.molcata.2009.08.004

M3 - Journal article

VL - 313

SP - 74

EP - 78

JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

SN - 1381-1169

IS - 1-2

ER -