Organometallics, volume 29, issue 1, pages 117-124

Latent Thermo-Switchable Olefin Metathesis Initiators Bearing a Pyridyl-Functionalized Chelating Carbene: Influence of the Leaving Group’s Rigidity on the Catalyst’s Performance

Anna Szadkowska ¹

Xaver Gstrein ²

Daniel Burtscher ²

Katarzyna Natalia Jarzembska ³

Krzysztof Woźniak ³

Christian Slugovc ²

Karol Grela ¹

Hide authors affiliations Show authors affiliations: 3 affiliations

Institute of Organic Chemistry, Polish Academy of Science, Kasprzaka 44/52, 01-224 Warsaw, Poland |

Institute for Chemistry and Technology of Materials (ICTM), Graz University of Technology, Stremayrgasse 16 A 8010 Graz, Austria |

Department of Chemistry, Warsaw University, Pasteura 1, 02-093 Warsaw, Poland |

Publication type: Journal Article

Publication date: 2009-12-14

American Chemical Society (ACS)

Journal: Organometallics

Quartile SCImago

Quartile WOS

Impact factor: 2.8

ISSN: 02767333, 15206041

DOI: 10.1021/om900857w

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Organic Chemistry

Inorganic Chemistry

Physical and Theoretical Chemistry

Abstract

The synthesis and characterization of two ruthenium complexes bearing chelating carbene ligands is described. Carbene precursors, 2-(2-vinylphenyl)pyridine and 10-vinylbenzo[h]quinoline, are applied to prepare (SPY-5-31)-dichloro-(κ2(C,N)-N-2-(2-vinylbenzylidene)pyridine(1,3-bis(2,4,6-trimethylphenyl)4,5-dihydroimidazol-2-ylidene)ruthenium (VIII) and (SPY-5-31)-dichloro-(κ2(C,N)-2-(benzo[h]quinolin-10-yl)methylidene)(1,3-bis(2,4,6-trimethylphenyl)4,5-dihydroimidazol-2-ylidene)ruthenium (IX). Both catalysts/initiators are used to perform ring-closing metathesis (RCM) and ring-opening metathesis polymerizations (ROMP). RCM experiments reveal significant thermal stability of the catalysts under forcing reaction conditions such as boiling toluene for 48 h. Even challenging substrates such as diethylallyl(2-methylallyl)malonate are completely transformed with low catalyst loadings (0.1 mol % at 110 °C). The high thermal stability, i.e., latency, might be explained by a slow generation of the catalytically acti...

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	1 2 3 4 5 6 7 8 9
Organometallics	Organometallics, 9, 15% Organometallics 9 publications, 15%
Chemistry - A European Journal	Chemistry - A European Journal, 5, 8.33% Chemistry - A European Journal 5 publications, 8.33%
Beilstein Journal of Organic Chemistry	Beilstein Journal of Organic Chemistry, 3, 5% Beilstein Journal of Organic Chemistry 3 publications, 5%
Dalton Transactions	Dalton Transactions, 3, 5% Dalton Transactions 3 publications, 5%
Journal of Organometallic Chemistry	Journal of Organometallic Chemistry, 2, 3.33% Journal of Organometallic Chemistry 2 publications, 3.33%
Journal of Polymer Science, Part A: Polymer Chemistry	Journal of Polymer Science, Part A: Polymer Chemistry, 2, 3.33% Journal of Polymer Science, Part A: Polymer Chemistry 2 publications, 3.33%
European Journal of Inorganic Chemistry	European Journal of Inorganic Chemistry, 2, 3.33% European Journal of Inorganic Chemistry 2 publications, 3.33%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 2, 3.33% European Journal of Organic Chemistry 2 publications, 3.33%
Macromolecules	Macromolecules, 2, 3.33% Macromolecules 2 publications, 3.33%
Chemical Communications	Chemical Communications, 2, 3.33% Chemical Communications 2 publications, 3.33%
Catalysis Science and Technology	Catalysis Science and Technology, 2, 3.33% Catalysis Science and Technology 2 publications, 3.33%
Synthesis	Synthesis, 2, 3.33% Synthesis 2 publications, 3.33%
Molecules	Molecules, 1, 1.67% Molecules 1 publication, 1.67%
Monatshefte fur Chemie	Monatshefte fur Chemie, 1, 1.67% Monatshefte fur Chemie 1 publication, 1.67%
European Polymer Journal	European Polymer Journal, 1, 1.67% European Polymer Journal 1 publication, 1.67%
Coordination Chemistry Reviews	Coordination Chemistry Reviews, 1, 1.67% Coordination Chemistry Reviews 1 publication, 1.67%
Journal of Molecular Catalysis A Chemical	Journal of Molecular Catalysis A Chemical, 1, 1.67% Journal of Molecular Catalysis A Chemical 1 publication, 1.67%
Angewandte Chemie - International Edition	Angewandte Chemie - International Edition, 1, 1.67% Angewandte Chemie - International Edition 1 publication, 1.67%
Angewandte Chemie	Angewandte Chemie, 1, 1.67% Angewandte Chemie 1 publication, 1.67%
Organic Letters	Organic Letters, 1, 1.67% Organic Letters 1 publication, 1.67%
ACS Applied Polymer Materials	ACS Applied Polymer Materials, 1, 1.67% ACS Applied Polymer Materials 1 publication, 1.67%
Chemical Reviews	Chemical Reviews, 1, 1.67% Chemical Reviews 1 publication, 1.67%
Catalysts	Catalysts, 1, 1.67% Catalysts 1 publication, 1.67%
Annual Reports Section B (Organic Chemistry)	Annual Reports Section B (Organic Chemistry), 1, 1.67% Annual Reports Section B (Organic Chemistry) 1 publication, 1.67%
RSC Advances	RSC Advances, 1, 1.67% RSC Advances 1 publication, 1.67%
Polymer Chemistry	Polymer Chemistry, 1, 1.67% Polymer Chemistry 1 publication, 1.67%
Pure and Applied Chemistry	Pure and Applied Chemistry, 1, 1.67% Pure and Applied Chemistry 1 publication, 1.67%
Synlett	Synlett, 1, 1.67% Synlett 1 publication, 1.67%
Russian Chemical Reviews	Russian Chemical Reviews, 1, 1.67% Russian Chemical Reviews 1 publication, 1.67%
	1 2 3 4 5 6 7 8 9

Citations by publishers

	2 4 6 8 10 12 14 16 18 20
Wiley	Wiley, 19, 31.67% Wiley 19 publications, 31.67%
American Chemical Society (ACS)	American Chemical Society (ACS), 14, 23.33% American Chemical Society (ACS) 14 publications, 23.33%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 10, 16.67% Royal Society of Chemistry (RSC) 10 publications, 16.67%
Elsevier	Elsevier, 5, 8.33% Elsevier 5 publications, 8.33%
Beilstein-Institut	Beilstein-Institut, 3, 5% Beilstein-Institut 3 publications, 5%
Thieme	Thieme, 3, 5% Thieme 3 publications, 5%
Multidisciplinary Digital Publishing Institute (MDPI)	Multidisciplinary Digital Publishing Institute (MDPI), 2, 3.33% Multidisciplinary Digital Publishing Institute (MDPI) 2 publications, 3.33%
Springer Nature	Springer Nature, 1, 1.67% Springer Nature 1 publication, 1.67%
Walter de Gruyter	Walter de Gruyter, 1, 1.67% Walter de Gruyter 1 publication, 1.67%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 1.67% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 1.67%
	2 4 6 8 10 12 14 16 18 20

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Szadkowska A. et al. Latent Thermo-Switchable Olefin Metathesis Initiators Bearing a Pyridyl-Functionalized Chelating Carbene: Influence of the Leaving Group’s Rigidity on the Catalyst’s Performance // Organometallics. 2009. Vol. 29. No. 1. pp. 117-124.

GOST all authors (up to 50) Copy

Szadkowska A., Gstrein X., Burtscher D., Jarzembska K. N., Woźniak K., Slugovc C., Grela K. Latent Thermo-Switchable Olefin Metathesis Initiators Bearing a Pyridyl-Functionalized Chelating Carbene: Influence of the Leaving Group’s Rigidity on the Catalyst’s Performance // Organometallics. 2009. Vol. 29. No. 1. pp. 117-124.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1021/om900857w

UR - https://doi.org/10.1021/om900857w

TI - Latent Thermo-Switchable Olefin Metathesis Initiators Bearing a Pyridyl-Functionalized Chelating Carbene: Influence of the Leaving Group’s Rigidity on the Catalyst’s Performance

T2 - Organometallics

AU - Szadkowska, Anna

AU - Gstrein, Xaver

AU - Burtscher, Daniel

AU - Jarzembska, Katarzyna Natalia

AU - Woźniak, Krzysztof

AU - Slugovc, Christian

AU - Grela, Karol

PY - 2009

DA - 2009/12/14 00:00:00

PB - American Chemical Society (ACS)

SP - 117-124

IS - 1

VL - 29

SN - 0276-7333

SN - 1520-6041

ER -

BibTex |

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BibTex Copy

@article{2009_Szadkowska,

author = {Anna Szadkowska and Xaver Gstrein and Daniel Burtscher and Katarzyna Natalia Jarzembska and Krzysztof Woźniak and Christian Slugovc and Karol Grela},

title = {Latent Thermo-Switchable Olefin Metathesis Initiators Bearing a Pyridyl-Functionalized Chelating Carbene: Influence of the Leaving Group’s Rigidity on the Catalyst’s Performance},

journal = {Organometallics},

year = {2009},

volume = {29},

publisher = {American Chemical Society (ACS)},

month = {dec},

url = {https://doi.org/10.1021/om900857w},

number = {1},

pages = {117--124},

doi = {10.1021/om900857w}

}

MLA

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MLA Copy

Szadkowska, Anna, et al. “Latent Thermo-Switchable Olefin Metathesis Initiators Bearing a Pyridyl-Functionalized Chelating Carbene: Influence of the Leaving Group’s Rigidity on the Catalyst’s Performance.” Organometallics, vol. 29, no. 1, Dec. 2009, pp. 117-124. https://doi.org/10.1021/om900857w.

Found error?

Publisher

American Chemical Society (ACS)

Journal

Organometallics

Quartile SCImago

Quartile WOS

Impact factor

2.8

ISSN

02767333 (Print)
15206041 (Electronic)