Polymer-Supported Palladium(II) Carbene Complexes: Catalytic Activity, Recyclability, and Selectivity in C-H Acetoxylation of Arenes

Maitham H. Majeed; Payam Shayesteh; L. Reine Wallenberg; Axel R. Persson; Niclas Johansson; Lei Ye; Joachim Schnadt; Ola F. Wendt

doi:10.1002/chem.201700777

Polymer-Supported Palladium(II) Carbene Complexes: Catalytic Activity, Recyclability, and Selectivity in C-H Acetoxylation of Arenes

Maitham H. Majeed, Payam Shayesteh, L. Reine Wallenberg, Axel R. Persson, Niclas Johansson, Lei Ye, Joachim Schnadt, Ola F. Wendt

Forskningsoutput: Tidskriftsbidrag › Artikel i vetenskaplig tidskrift › Peer review

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Heterogeneous catalysts for selective oxidation of C-H bonds were synthesized by co-polymerization of new N-heterocyclic carbene-palladium(II) (NHC-Pd^II) monomers with divinylbenzene. The polymer-supported NHC-Pd^II-catalysed undirected C-H acetoxylation of simple and methylated arenes as well as polyarenes, with similar or superior efficiency compared to their homogeneous analogues. In particular, the regioselectivity has been improved in the acetoxylation of biphenyl and naphthalene compared to the best homogeneous catalysts. The new polymer-supported catalysts maintain the original oxidation state of Pd^II after repeated catalytic reactions, and exhibit no significant leaching of palladium. In addition, the new catalysts have been successfully recovered and reused without loss of activity over several cycles of reactions.

Originalspråk	engelska
Sidor (från-till)	8457-8465
Antal sidor	9
Tidskrift	Chemistry - A European Journal
Volym	23
Nummer	35
DOI	https://doi.org/10.1002/chem.201700777
Status	Published - 2017 juni 22

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1 Doktorsavhandling (sammanläggning)

Atomic Layer Deposition and Immobilised Molecular Catalysts Studied by In and Ex Situ Electron Spectroscopy
Shayesteh, P., 2019 feb., Lund: Lund University, Faculty of Science, Department of Physics. 104 s.
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@article{1547c61713fd49d3a9d058e9399224d7,

title = "Polymer-Supported Palladium(II) Carbene Complexes: Catalytic Activity, Recyclability, and Selectivity in C-H Acetoxylation of Arenes",

abstract = "Heterogeneous catalysts for selective oxidation of C-H bonds were synthesized by co-polymerization of new N-heterocyclic carbene-palladium(II) (NHC-PdII) monomers with divinylbenzene. The polymer-supported NHC-PdII-catalysed undirected C-H acetoxylation of simple and methylated arenes as well as polyarenes, with similar or superior efficiency compared to their homogeneous analogues. In particular, the regioselectivity has been improved in the acetoxylation of biphenyl and naphthalene compared to the best homogeneous catalysts. The new polymer-supported catalysts maintain the original oxidation state of PdII after repeated catalytic reactions, and exhibit no significant leaching of palladium. In addition, the new catalysts have been successfully recovered and reused without loss of activity over several cycles of reactions.",

keywords = "C-H activation, N-heterocyclic carbenes, Palladium(II), Polymer supported Pd(II), Undirected acetoxylation",

author = "Majeed, {Maitham H.} and Payam Shayesteh and Wallenberg, {L. Reine} and Persson, {Axel R.} and Niclas Johansson and Lei Ye and Joachim Schnadt and Wendt, {Ola F.}",

year = "2017",

month = jun,

day = "22",

doi = "10.1002/chem.201700777",

language = "English",

volume = "23",

pages = "8457--8465",

journal = "Chemistry: A European Journal",

issn = "1521-3765",

publisher = "Wiley-Blackwell",

number = "35",

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TY - JOUR

T1 - Polymer-Supported Palladium(II) Carbene Complexes

T2 - Catalytic Activity, Recyclability, and Selectivity in C-H Acetoxylation of Arenes

AU - Majeed, Maitham H.

AU - Shayesteh, Payam

AU - Wallenberg, L. Reine

AU - Persson, Axel R.

AU - Johansson, Niclas

AU - Ye, Lei

AU - Schnadt, Joachim

AU - Wendt, Ola F.

PY - 2017/6/22

Y1 - 2017/6/22

N2 - Heterogeneous catalysts for selective oxidation of C-H bonds were synthesized by co-polymerization of new N-heterocyclic carbene-palladium(II) (NHC-PdII) monomers with divinylbenzene. The polymer-supported NHC-PdII-catalysed undirected C-H acetoxylation of simple and methylated arenes as well as polyarenes, with similar or superior efficiency compared to their homogeneous analogues. In particular, the regioselectivity has been improved in the acetoxylation of biphenyl and naphthalene compared to the best homogeneous catalysts. The new polymer-supported catalysts maintain the original oxidation state of PdII after repeated catalytic reactions, and exhibit no significant leaching of palladium. In addition, the new catalysts have been successfully recovered and reused without loss of activity over several cycles of reactions.

AB - Heterogeneous catalysts for selective oxidation of C-H bonds were synthesized by co-polymerization of new N-heterocyclic carbene-palladium(II) (NHC-PdII) monomers with divinylbenzene. The polymer-supported NHC-PdII-catalysed undirected C-H acetoxylation of simple and methylated arenes as well as polyarenes, with similar or superior efficiency compared to their homogeneous analogues. In particular, the regioselectivity has been improved in the acetoxylation of biphenyl and naphthalene compared to the best homogeneous catalysts. The new polymer-supported catalysts maintain the original oxidation state of PdII after repeated catalytic reactions, and exhibit no significant leaching of palladium. In addition, the new catalysts have been successfully recovered and reused without loss of activity over several cycles of reactions.

KW - C-H activation

KW - N-heterocyclic carbenes

KW - Palladium(II)

KW - Polymer supported Pd(II)

KW - Undirected acetoxylation

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U2 - 10.1002/chem.201700777

DO - 10.1002/chem.201700777

M3 - Article

C2 - 28422334

AN - SCOPUS:85020044501

VL - 23

SP - 8457

EP - 8465

JO - Chemistry: A European Journal

JF - Chemistry: A European Journal

SN - 1521-3765

IS - 35

ER -

Polymer-Supported Palladium(II) Carbene Complexes: Catalytic Activity, Recyclability, and Selectivity in C-H Acetoxylation of Arenes

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Atomic Layer Deposition and Immobilised Molecular Catalysts Studied by In and Ex Situ Electron Spectroscopy

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