scholarly journals Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions

2015 ◽  
Vol 11 ◽  
pp. 2087-2096 ◽  
Author(s):  
Hynek Balcar ◽  
Naděžda Žilková ◽  
Martin Kubů ◽  
Michal Mazur ◽  
Zdeněk Bastl ◽  
...  
Keyword(s):  
Methyl Oleate ◽  
Molecular Sieves ◽  
Olefin Metathesis ◽  
Mesoporous Molecular Sieves ◽  
Xps Analysis ◽  
Hybrid Catalyst ◽  
Counter Anion ◽  
Ring Closing Metathesis ◽  
Metathesis Reactions ◽  
Ru Complexes

Hoveyda–Grubbs type catalysts with cationic tags on NHC ligands were linker-free immobilized on the surface of lamellar zeolitic supports (MCM-22, MCM-56, MCM-36) and on mesoporous molecular sieves SBA-15. The activity of prepared hybrid catalysts was tested in olefin metathesis reactions: the activity in ring-closing metathesis of citronellene and N,N-diallyltrifluoroacetamide decreased in the order of support MCM-22 ≈ MCM-56 > SBA-15 > MCM-36; the hybrid catalyst based on SBA-15 was found the most active in self-metathesis of methyl oleate. All catalysts were reusable and exhibited low Ru leaching (<1% of Ru content). XPS analysis revealed that during immobilization ion exchange between Hoveyda–Grubbs type catalyst and zeolitic support occurred in the case of Cl− counter anion; in contrast, PF6 − counter anion underwent partial decomposition.

scholarly journals Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15

2011 ◽  
Vol 7 ◽  
pp. 22-28 ◽  
Author(s):  
Hynek Balcar ◽  
Tushar Shinde ◽  
Naděžda Žilková ◽  
Zdeněk Bastl
Keyword(s):  
Nmr Spectroscopy ◽  
Molecular Sieves ◽  
Direct Interaction ◽  
Mesoporous Molecular Sieves ◽  
Support Surface ◽  
Wall Surface ◽  
Ring Closing Metathesis ◽  
Immobilized Catalysts ◽  
Metathesis Catalyst ◽  
Mcm 41

A commercially available Hoveyda–Grubbs type catalyst (RC303 Zhannan Pharma) was immobilized on mesoporous molecular sieves MCM-41 and on SBA-15 by direct interaction with the sieve wall surface. The immobilized catalysts exhibited high activity and nearly 100% selectivity in several types of alkene metathesis reactions. Ru leaching was found to depend on the substrate and solvent used (the lowest leaching was found for ring-closing metathesis of 1,7-octadiene in cyclohexane – 0.04% of catalyst Ru content). Results of XPS, UV–vis and NMR spectroscopy showed that at least 76% of the Ru content was bound to the support surface non-covalently and could be removed from the catalyst by washing with THF.

scholarly journals Recent Advances in the Application of Ring-Closing Metathesis for the Synthesis of Unsaturated Nitrogen Heterocycles

Synthesis ◽  
2019 ◽  
Vol 51 (05) ◽  
pp. 1100-1114 ◽  
Author(s):  
Emilia Groso ◽  
Corinna Schindler
Keyword(s):  
Olefin Metathesis ◽  
Nitrogen Heterocycles ◽  
Short Review ◽  
Catalyst Design ◽  
Carbene Ligands ◽  
Ring Closing Metathesis ◽  
Recent Advances ◽  
Metathesis Reactions

This short review summarizes recent advances relating to the application of ring-closing olefin-olefin and carbonyl-olefin metathesis reactions towards the synthesis of unsaturated five- and six-membered nitrogen heterocycles. These developments include catalyst modifications and reaction designs that will enable access to more complex nitrogen heterocycles.1 Introduction2 Expansion of Ring-Closing Metathesis Methods3 Evaluation of Catalyst Design4 Indenylidene Catalysts5 Unsymmetrical N-Heterocyclic Carbene Ligands6 Carbonyl-Olefin Metathesis7 Conclusions

scholarly journals Olefin metathesis in nano-sized systems

2011 ◽  
Vol 7 ◽  
pp. 94-103 ◽  
Author(s):  
Didier Astruc ◽  
Abdou K Diallo ◽  
Sylvain Gatard ◽  
Liyuan Liang ◽  
Cátia Ornelas ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
Covalent Attachment ◽  
Enyne Metathesis ◽  
Ring Closing Metathesis ◽  
Cross Metathesis ◽  
Metathesis Reactions ◽  
Nano Catalysts

The interplay between olefin metathesis and dendrimers and other nano systems is addressed in this mini review mostly based on the authors’ own contributions over the last decade. Two subjects are presented and discussed: (i) The catalysis of olefin metathesis by dendritic nano-catalysts via either covalent attachment (ROMP) or, more usefully, dendrimer encapsulation – ring closing metathesis (RCM), cross metathesis (CM), enyne metathesis reactions (EYM) – for reactions in water without a co-solvent and (ii) construction and functionalization of dendrimers by CM reactions.

Olefin Metathesis as an Inorganic Synthetic Tool:  Cross and Ring Closing Metathesis Reactions of Diruthenium-Bound ω-Alkene-α-carboxylates

2007 ◽  
Vol 46 (9) ◽  
pp. 3775-3782 ◽  
Author(s):  
Wei-Zhong Chen ◽  
John D. Protasiewicz ◽  
Stephen A. Davis ◽  
James B. Updegraff ◽  
Li-Qing Ma ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
Ring Closing Metathesis ◽  
Metathesis Reactions

A simple and practical preparation of an efficient water soluble olefin metathesis catalyst

2015 ◽  
Vol 17 (6) ◽  
pp. 3407-3414 ◽  
Author(s):  
Zhen J. Wang ◽  
W. Roy Jackson ◽  
Andrea J. Robinson
Keyword(s):  
Olefin Metathesis ◽  
Water Soluble ◽  
Ring Closing Metathesis ◽  
Cross Metathesis ◽  
Metathesis Catalyst ◽  
Metathesis Reactions ◽  
Scale Preparation

A facile gram-scale preparation of a di-ammonium functionalised Ru-alkylidene complex which efficiently catalyses ring-closing metathesis and cross-metathesis reactions in water.

[Rh(cod)Cl]2 complex immobilized on mesoporous molecular sieves MCM-41-a new hybrid catalyst for polymerization of phenylacetylene

2003 ◽  
Vol 203 (1-2) ◽  
pp. 287-298 ◽  
Author(s):  
Hynek Balcar ◽  
Jiřı́ Čejka ◽  
Jan Sedláček ◽  
Jan Svoboda ◽  
Jiřı́ Zednı́k ◽  
...  
Keyword(s):  
Molecular Sieves ◽  
Mesoporous Molecular Sieves ◽  
Hybrid Catalyst ◽  
Mcm 41

scholarly journals Halide exchanged Hoveyda-type complexes in olefin metathesis

2010 ◽  
Vol 6 ◽  
pp. 1091-1098 ◽  
Author(s):  
Julia Wappel ◽  
César A Urbina-Blanco ◽  
Mudassar Abbas ◽  
Jörg H Albering ◽  
Robert Saf ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
Ring Opening ◽  
Catalytic Performance ◽  
Ring Closing Metathesis ◽  
Cross Metathesis ◽  
Metathesis Reactions ◽  
Metathesis Catalysts

The aims of this contribution are to present a straightforward synthesis of 2nd generation Hoveyda-type olefin metathesis catalysts bearing bromo and iodo ligands, and to disclose the subtle influence of the different anionic co-ligands on the catalytic performance of the complexes in ring opening metathesis polymerisation, ring closing metathesis, enyne cycloisomerisation and cross metathesis reactions.

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