Ruthenium–Amido Complexes: Synthesis, Structure, and Catalytic Activity in Olefin Metathesis

Pietraszuk, Cezary; Rogalski, Szymon; Powała, Beata; Miętkiewski, Miłosz; Kubicki, Maciej; Spólnik, Grzegorz; Danikiewicz, Witold; Woźniak, Krzysztof; Pazio, Aleksandra; Szadkowska, Anna; Kozłowska, Anna; Grela, Karol

doi:10.1002/chem.201103973

Cited by 28 publications

(15 citation statements)

References 56 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The same switchability in the presence of Lewis acids was observed during a collaboration with Pietraszuk et al on Ru complexes bearing amidobenzylidene chelating ligands (Figure , [Ru‐11] and [Ru‐12] ) . In this preliminary study the addition of Me 3 SiCl or HCl caused a significant increase in catalytic activity in two RCM reactions.…”

Section: Introductionsupporting

confidence: 80%

“…With styrenes 3a – 3c in hand the reaction with [Ru‐3] (commercially available Umicore M31 ruthenium indenylidene complex) was performed in toluene at 80 °C (Scheme ). Since previous studies showed that the addition of an excess of pyridine to the reaction mixture leads to higher yields, the same strategy was applied here. New complexes were isolated by column chromatography and characterised by standard analytical techniques.…”

Section: Resultsmentioning

confidence: 99%

“…Previously, we showed that this type of Ru complexes are inactive in metathesis in the Ru amide form, and they had to be activated, for example, by addition of Me 3 SiCl as the activating agent . So, catalysts [Ru‐12] – [Ru‐14] , [Ru‐16] and [Ru‐18] – [Ru‐20] (1 mol‐%) were screened in a selected set of RCM, enyne and CM reactions in the presence of Me 3 SiCl as activator (Table ).…”

Section: Resultsmentioning

confidence: 99%

See 2 more Smart Citations

Ruthenium Amide Complexes – Synthesis and Catalytic Activity in Olefin Metathesis and in Ring‐Opening Polymerisation

et al. 2018

Self Cite

View full text Add to dashboard Cite

A set of olefin metathesis catalysts bearing a ruthenium amide moiety was synthesised. In the ruthenium amide form these complexes exhibit very low activity in standard metathesis reactions. However, a dramatic increase of activity was observed upon in situ activation with trimethylsilyl chloride or HCl, allowing successful application of such catalysts in a number of model ring‐closing metathesis, cross‐metathesis and enyne transformations. Moreover, such activated complexes proved to be very effective catalysts for bulk polymerisation of dicyclopentadiene (DCPD). The influence of factors such as temperature and the nature of additives on the properties of poly‐DCPD was examined.

show abstract

Section: Introductionsupporting

confidence: 80%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Ruthenium Amide Complexes – Synthesis and Catalytic Activity in Olefin Metathesis and in Ring‐Opening Polymerisation

et al. 2018

Self Cite

View full text Add to dashboard Cite

show abstract

“…2) [7] as well as amidobenzylidene ruthenium chelates (Fig. 2–e) that we have disclosed in cooperation with the Grela group [8]. …”

Section: Introductionmentioning

confidence: 92%

New aryloxybenzylidene ruthenium chelates – synthesis, reactivity and catalytic performance in ROMP

Żak¹,

Rogalski²,

Majchrzak³

et al. 2015

Beilstein J. Org. Chem.

Self Cite

View full text Add to dashboard Cite

SummaryNew phenoxybenzylidene ruthenium chelates were synthesised from the second generation Grubbs catalysts bearing a triphenylphosphine ligand (or its para-substituted analogues) by metathesis exchange with substituted 2-vinylphenols. The complexes behave like a latent catalyst and are characterized by an improved catalytic behaviour as compared to that of the known analogues, i.e., they exhibit high catalytic inactivity in their dormant forms and a profound increase in activity after activation with HCl. The strong electronic influence of substituents in the chelating ligand on the catalytic activity was demonstrated. The catalytic properties were tested in ROMP of cyclooctadien (COD) and a single selected norbornene derivative.

show abstract

“…Recently, we reported the synthesis of chelating ruthenium sulfonamides ( 4 , Figure 2),7a a new family in the kingdom of ruthenium‐based metathesis catalysts bearing altered anionic ligands 8. These complexes exhibit nearly no activity in metathesis reactions; however, they can be easily “turned on” by the addition of some Brønsted acids.…”

Section: Introductionmentioning

confidence: 99%

Chelating Ruthenium Phenolate Complexes: Synthesis, General Catalytic Activity, and Applications in Olefin Metathesis Polymerization

Kozłowska

Dranka

Zachara

et al. 2014

Chemistry A European J

Self Cite

View full text Add to dashboard Cite

Cyclic Ru-phenolates were synthesized, and these compounds were used as olefin metathesis catalysts. Investigation of their catalytic activity pointed out that, after activation with chemical agents, these catalysts promote ring-closing metathesis (RCM), enyne and cross-metathesis (CM) reactions, including butenolysis, with good results. Importantly, these latent catalysts are soluble in neat dicyclopentadiene (DCPD) and show good applicability in ring-opening metathesis polymeriyation (ROMP) of this monomer.

show abstract

Ruthenium–Amido Complexes: Synthesis, Structure, and Catalytic Activity in Olefin Metathesis

Cited by 28 publications

References 56 publications

Ruthenium Amide Complexes – Synthesis and Catalytic Activity in Olefin Metathesis and in Ring‐Opening Polymerisation

Ruthenium Amide Complexes – Synthesis and Catalytic Activity in Olefin Metathesis and in Ring‐Opening Polymerisation

New aryloxybenzylidene ruthenium chelates – synthesis, reactivity and catalytic performance in ROMP

Chelating Ruthenium Phenolate Complexes: Synthesis, General Catalytic Activity, and Applications in Olefin Metathesis Polymerization

Contact Info

Product

Resources

About