Simple activation by acid of latent Ru-NHC-based metathesis initiators bearing 8-quinolinolate co-ligands

Julia Wappel; Roland C Fischer; Luigi Cavallo; Christian Slugovc; Albert Poater

doi:10.3762/bjoc.12.17

Simple activation by acid of latent Ru-NHC-based metathesis initiators bearing 8-quinolinolate co-ligands

Julia Wappel, Roland C Fischer, Luigi Cavallo, Christian Slugovc, Albert Poater

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

A straightforward synthesis utilizing the ring-opening metathesis polymerization (ROMP) reaction is described for acid-triggered N,O-chelating ruthenium-based pre-catalysts bearing one or two 8-quinolinolate ligands. The innovative pre-catalysts were tested regarding their behavior in ROMP and especially for their use in the synthesis of poly(dicyclopentadiene) (pDCPD). Bearing either the common phosphine leaving ligand in the first and second Grubbs olefin metathesis catalysts, or the Ru–O bond cleavage for the next Hoveyda-type catalysts, this work is a step forward towards the control of polymer functionalization and living or switchable polymerizations.

Original language	English (US)
Pages (from-to)	154-165
Number of pages	12
Journal	Beilstein Journal of Organic Chemistry
Volume	12
DOIs	https://doi.org/10.3762/bjoc.12.17
State	Published - Jan 28 2016

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: A.P. thanks the Spanish MINECO for a project CTQ2014-59832-JIN, and European Commission for a Career Integration Grant (CIG09-GA-2011-293900). L.C. thanks King Abdullah University of Science and Technology (CCF project) for support.

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10.3762/bjoc.12.17

https://repository.kaust.edu.sa/bitstream/10754/600717/1/1860-5397-12-17.pdf

Cite this

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title = "Simple activation by acid of latent Ru-NHC-based metathesis initiators bearing 8-quinolinolate co-ligands",

abstract = "A straightforward synthesis utilizing the ring-opening metathesis polymerization (ROMP) reaction is described for acid-triggered N,O-chelating ruthenium-based pre-catalysts bearing one or two 8-quinolinolate ligands. The innovative pre-catalysts were tested regarding their behavior in ROMP and especially for their use in the synthesis of poly(dicyclopentadiene) (pDCPD). Bearing either the common phosphine leaving ligand in the first and second Grubbs olefin metathesis catalysts, or the Ru–O bond cleavage for the next Hoveyda-type catalysts, this work is a step forward towards the control of polymer functionalization and living or switchable polymerizations.",

author = "Julia Wappel and Fischer, {Roland C} and Luigi Cavallo and Christian Slugovc and Albert Poater",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: A.P. thanks the Spanish MINECO for a project CTQ2014-59832-JIN, and European Commission for a Career Integration Grant (CIG09-GA-2011-293900). L.C. thanks King Abdullah University of Science and Technology (CCF project) for support.",

year = "2016",

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doi = "10.3762/bjoc.12.17",

language = "English (US)",

volume = "12",

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journal = "Beilstein Journal of Organic Chemistry",

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T1 - Simple activation by acid of latent Ru-NHC-based metathesis initiators bearing 8-quinolinolate co-ligands

AU - Wappel, Julia

AU - Fischer, Roland C

AU - Cavallo, Luigi

AU - Slugovc, Christian

AU - Poater, Albert

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: A.P. thanks the Spanish MINECO for a project CTQ2014-59832-JIN, and European Commission for a Career Integration Grant (CIG09-GA-2011-293900). L.C. thanks King Abdullah University of Science and Technology (CCF project) for support.

PY - 2016/1/28

Y1 - 2016/1/28

N2 - A straightforward synthesis utilizing the ring-opening metathesis polymerization (ROMP) reaction is described for acid-triggered N,O-chelating ruthenium-based pre-catalysts bearing one or two 8-quinolinolate ligands. The innovative pre-catalysts were tested regarding their behavior in ROMP and especially for their use in the synthesis of poly(dicyclopentadiene) (pDCPD). Bearing either the common phosphine leaving ligand in the first and second Grubbs olefin metathesis catalysts, or the Ru–O bond cleavage for the next Hoveyda-type catalysts, this work is a step forward towards the control of polymer functionalization and living or switchable polymerizations.

AB - A straightforward synthesis utilizing the ring-opening metathesis polymerization (ROMP) reaction is described for acid-triggered N,O-chelating ruthenium-based pre-catalysts bearing one or two 8-quinolinolate ligands. The innovative pre-catalysts were tested regarding their behavior in ROMP and especially for their use in the synthesis of poly(dicyclopentadiene) (pDCPD). Bearing either the common phosphine leaving ligand in the first and second Grubbs olefin metathesis catalysts, or the Ru–O bond cleavage for the next Hoveyda-type catalysts, this work is a step forward towards the control of polymer functionalization and living or switchable polymerizations.

UR - http://hdl.handle.net/10754/600717

UR - http://www.beilstein-journals.org/bjoc/content/12/1/17

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DO - 10.3762/bjoc.12.17

M3 - Article

C2 - 26877818

SN - 1860-5397

VL - 12

SP - 154

EP - 165

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Simple activation by acid of latent Ru-NHC-based metathesis initiators bearing 8-quinolinolate co-ligands

Abstract

Bibliographical note

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CCDC 1439204: Experimental Crystal Structure Determination : bis(5,7-dichloroquinolin-8-olato)-(1,3-dimesitylimidazolidin-2-ylidene)-(2-isopropoxybenzylidene)-ruthenium

CCDC 1439205: Experimental Crystal Structure Determination : bis(5,7-dichloroquinolin-8-olato)-(1,3-dimesitylimidazolidin-2-ylidene)-(2-isopropoxybenzylidene)-ruthenium

Cite this

Simple activation by acid of latent Ru-NHC-based metathesis initiators bearing 8-quinolinolate co-ligands

Abstract

Bibliographical note

Access to Document

Other files and links

Fingerprint

Datasets

CCDC 1439204: Experimental Crystal Structure Determination : bis(5,7-dichloroquinolin-8-olato)-(1,3-dimesitylimidazolidin-2-ylidene)-(2-isopropoxybenzylidene)-ruthenium

CCDC 1439205: Experimental Crystal Structure Determination : bis(5,7-dichloroquinolin-8-olato)-(1,3-dimesitylimidazolidin-2-ylidene)-(2-isopropoxybenzylidene)-ruthenium

Cite this