Olefin Metathesis

Olefin Metathesis entails the redistribution of fragments of alkenes by the scission and regeneration of carbon-carbon double bonds mediated by transition metal carbene complexes.

At ICTM special emphasis is given to the following topics:

  • Ring Opening Metathesis Polymerization (ROMP) derived macromolecules
  • Organometallic Chemistry of ruthenium carbene complexes
  • Olefin Metathesis in Polymer and Materials Chemistry (see porous polymers)
  • Applications of ruthenium based (pre-)catalysts in Organic Chemistry

The isomerization of cis- and trans-dichloro ruthenium carbene catalyst-precursors and its implication for the catalysis is one of key topics of the group.

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The following list provides an overview of recent publications:

"Historical Overview of N-Heterocyclic Carbenes in Alkene Metathesis."
Slugovc, C. in Science of Synthesis N-Heterocyclic Carbenes in Catalytic Organic Synthesis 2, Nolan, S. P.; Cazin, C. S. J. (Eds.) Georg Thieme Verlag KG, 2017, 1-9.

beilstein.jpg"Simple activation by acid of latent Ru-NHC-based metathesis initiators bearing 8-quinolinolate co-ligands."
Wappel, J.; Fischer, R. C.; Cavallo, L.; Slugovc, C.; Poater, A.
Beilstein J. Org. Chem. 2016, 12, 154-165. DOI: 10.3762/bjoc.12.17

om_new.jpg"Variation of the Sterical Properties of the N-Heterocyclic Carbene Coligand in Thermally Triggerable Ruthenium-Based Olefin Metathesis Precatalysts/Initiators."
Pump, E.; Leitgeb, A.; Kozłowska, A.; Torvisco, A.; Falivene, L.; Cavallo, L.; Grela, K.; Slugovc, C. Organometallics 2015, 34, 5438-5453. DOI: 10.1021/acs.organomet.5b00715

beilstein.jpg"Consequences of the Electronic Tuning of Latent Ruthenium-Based Olefin Metathesis Catalysts on Their Reactivity."
Żukowska, K.; Pump, E.; Pazio, A. E.; Woźniak, K.; Cavallo, L.; Slugovc, C. Beilstein J. Org. Chem. 2015, 11, 1458-1468. DOI: 10.3762/bjoc.11.158

om_new.jpg"Mechanism of the Ru-Allenylidene to Ru-Indenylidene Rearrangement in Ruthenium Precatalysts for Olefin Metathesis."
Pump, E.; Slugovc, C.; Cavallo, L.; Poater, A. Organometallics 2015, 34, 3107-3111. DOI: 10.1021/om501246q

mh_specialissue_sm.jpg"Initiation efficacy of halo-chelated cis-dichloro configured ruthenium based second generation benzylidene complexes in Ring-opening Metathesis Polymerization."
Wappel, J.; Grudzień, K.; Barbasiewicz, M.; Michalak, M.; Grela, K.; Slugovc C. Monatsh. Chem. 2015, 146, 1153-1160. DOI: 10.1007/s00706-015-1494-8

mh_specialissue_sm.jpg"On the chloride lability in electron-rich second generation ruthenium benzylidene complexes."
Strasser, S.; Pump. E.; Fischer, R. C.; Slugovc; C. Monatsh. Chem. 2015, 146, 1143-1151. DOI: 10.1007/s00706-015-1484-x

mh_specialissue_sm.jpg"A theoretical view on the thermodynamic cis-trans equilibrium of dihalo ruthenium olefin metathesis (pre-)catalysts."
Pump, E.; Cavallo, L.; Slugovc, C. Monatsh. Chem. 2015, 146, 1131-1141. DOI: 10.1007/s00706-015-1433-8

handbook.jpg"Synthesis of Homopolymers and Copolymers"
Slugovc, C. in Handbook of Metathesis 2nd edition, Grubbs, R. H., Khosravi, E. (Eds.) Wiley-VCH, Weinheim, 2015, 3, 1-23. DOI: 10.1002/9783527674107.ch27

polymerchemistry.jpg"Thermal effects in polymerisations – a live view differentiating between bulk effects, thermal diffusion, and oxygen inhibition”
Geier, R.; Wappl, C.; Freiszmuth, H.; Slugovc, C.; Gescheidt, G. Polym. Chem. 2015, 6, 2488-2492. DOI: 10.1039/C4PY01739K


book2.jpg"Olefin Metathesis Polymerization."
Knall, A.-C.; Slugovc, C. in Olefin Metathesis: Theory and Practice, K. Grela (Ed.) John Wiley & Sons, 2014, p. 269-284, and
"Industrial Applications of Olefin Metathesis Polymerization." Slugovc, C. in Olefin Metathesis: Theory and Practice, K. Grela (Ed.) John Wiley & Sons, 2014, p. 329-334.

chemeurj.jpg"Chelating Ruthenium Phenolate Complexes: Synthesis, General Catalytic Activity, and Applications in Olefin Metathesis Polymerization."
Kozłowska, A.; Dranka, M.; Zachara, J.; Pump, E.; Slugovc, C.; Skowerski, K.; Grela, K. Chem. Eur. J. 2014, 43, 14120-14125. DOI: 10.1002/chem.201403580

mh.jpg "Two commercially available initiators for the retarded ring-opening metathesis polymerization of dicyclopentadiene."
Leitgeb, A.; Wappel, J.; Urbina-Blanco, C. A.; Strasser, S.; Wappl, C.; Cazin, C. S. J.; Slugovc, C. Monatsh. Chem. 2014, 145, 1513-1517. DOI: 10.1007/s00706-014-1249-y

organometallics.jpg "Impact of Electronic Modification of the Chelating Benzylidene Ligand in cis-Dichloro-Configured Second-Generation Olefin Metathesis Catalysts on Their Activity."
Pump, E.; Poater, A.; Zirngast, M.; Torvisco, A.; Fischer, R.; Cavallo, L.; Slugovc, C. Organometallics 2014, 33, 2806–2813. DOI: 10.1021/om500315t

mcp.jpg "A modular approach towards fluorescent pH and ascorbic acid probes based on ring-opening metathesis polymerisation."
Gallas, K.; Knall, A.-C.; Scheicher, S. R.; Fast, D. E.; Saf, R.; Slugovc, C. Macromol. Chem. Phys. 2014, 215, 76-81. DOI: 10.1002/macp.201300561

orgnd7201332issue-21cover.jpg"Mixed N-heterocyclic carbene/phosphite ruthenium complexes: the effect of a bulkier NHC."
Urbina-Blanco, C. A.; Bantreil, X.; Wappel, J.; Schmid, T. E.; Slawin, A. M. Z.; Slugovc, C.; Cazin, C. S. J. Organometallics 2013, 32, 6240-6247.  DOI: 10.1021/om4004362

synlett_cvr_lg.jpg "Low catalyst loading in the cross metathesis of olefins with methyl vinyl ketone."
Abbas, M.; Leitgeb, A.; Slugovc, C. Synlett 2013, 24, 1193-1196.  DOI: 10.1055/s-0033-1338425

dalton2.jpg"Energetics of the Ruthenium-Halide Bond in Olefin Metathesis (Pre)catalysts."
Falivene, L.; Poater, A.; Cazin, C. S. J.; Slugovc, C.; Cavallo, L. Dalton Trans. 2013, 42, 7312-7317. DOI: 10.1039/C2DT32277C

 
dalton2.jpg"Exploring New Generations of Ruthenium Olefin Metathesis Catalysts: The Reactivity of a Bis-ylidene Ruthenium Complex by DFT."
Poater, A.; Credendino, R.; Slugovc C.; Cavallo, L. Dalton Trans. 2013, 42, 7271-7275. DOI: 10.1039/C3DT32884H

orgelec.jpg"Organic field-effect transistor based sensors with sensitive gate dielectrics used for low-concentration ammonia detection."
Klug, A.; Denk, M.; Bauer, T.; Sandholzer, M.; Scherf, U.; Slugovc, C.; List, E. J. W. Org. Electron. 2013, 14, 500-504. DOI: 10.1016/j.orgel.2012.11.030

om.jpg "Halide Exchange in Second-Generation cis-Dihalo Ruthenium Benzylidene Complexes."
Pump, E.; Fischer, R. C.; Slugovc, C. Organometallics 2012, 31, 6972-6979. DOI: 10.1021/om300785t

a "A latent ruthenium based olefin metathesis catalyst with a sterically demanding NHC ligand."
Leitgeb, A.; Abbas, M.; Fischer, R., Poater, A.; Cavallo, L.; Slugovc, C. Catal. Sci. Technol. 2012, 2, 1640-1643. DOI:10.1039/C2CY20311A

a "On the isomerization of a trans-dichloro to a cis-dichloro amide-chelated ruthenium benzylidene complex and the catalytic scope of these species in olefin metathesis."
Leitgeb, A.; Mereiter, K.;  Slugovc, C. Monatsh. Chem. 2012, 143, 901-908. DOI: 10.1007/s00706-012-0740-6

a"Optimized reaction conditions for the cross-metathesis of methyl oleate and oleylamine with ethyl acrylate." Abbas, M.; Slugovc, C. Monatsh. Chem. 2012, 143, 669-673. DOI: 10.1007/s00706-011-0717-x

Contact
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Assoc. Prof. DI Dr. Christian Slugovc

Stremayrgasse 9, 5th floor
+43 316 873-32280
slugovcnoSpam@tugraz.at

Research topics
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Olefin Metathesis

Porous polymers

Click chemistry

Organocatalysis