36215-15-3Relevant academic research and scientific papers
Novel olefin metathetis catalysts with fluorinated N-alkyl-N′-arylimidazolin-2-ylidene ligands
Masoud,Akmalov,Artyushin,Bruneau,Osipov
, (2017)
Novel ruthenium carbene complexes bearing unsymmetrical NHC-ligands based on N-alkyl-N′-arylimidazoline with hexafluoroisopropylmethoxy group in para-position of N-aryl moiety have been synthesized. Catalytic activity of complexes obtained was investigate
Ruthenium indenylidene complexes bearing N-alkyl/N-mesityl-substituted N-heterocyclic carbene ligands
Yu, Baoyi,Hamad, Fatma B.,Sels, Bert,Van Hecke, Kristof,Verpoort, Francis
, p. 11835 - 11842 (2015)
We report on the synthesis and characterization of second generation ruthenium indenylidene catalysts bearing unsymmetrical N-heterocyclic carbene (NHC) ligands denoted as RuCl2(3-phenyl-1-indenylidene)(1-mesityl-3-R-4,5-dihydroimidazol-2-ylidene)(PCy3), in which R is methyl 8a, octyl 8b or cyclohexyl 8c. The characterization of 8a-c was performed by NMR spectroscopy, elemental analysis, IR, HRMS and single-crystal X-ray diffraction analysis. In addition, the catalytic activity of the obtained initiators was evaluated in various representative metathesis reactions. The results reveal that the complexes 8a-c, bearing an N-alkyl side on the NHC, show a faster catalytic initiation than the reference complex 2. Complex 8a, which performs the best among the investigated indenylidene complexes, exhibits slower initiation but better overall efficiency than its benzylidene analogue 1c, especially in a low catalyst loading.
Ruthenium metathesis catalyst bearing chelating carboxylate ligand immobilized on mesoporous molecular sieve SBA-15
Bek, David,Gawin, Rafa?,Grela, Karol,Balcar, Hynek
, p. 42 - 45 (2012)
Ruthenium complex 3b bearing chelating carboxylate ligand was immobilized on mesoporous molecular sieve SBA-15 via cleavage of carboxylate by fluorocarboxylic acid groups introduced on the support surface. The hybrid olefin metathesis catalyst Ru/L/SBA-15, prepared straightforward without use of silver salts, exhibited high activity and selectivity in model metathesis reactions and low ruthenium leaching.
A Fluorescence-Based High-Throughput Screening Method for Olefin Metathesis Using a Ratiometric Fluorescent Probe
Noh, Hyeongju,Lim, Taeho,Park, Byoung Yong,Han, Min Su
, p. 1703 - 1708 (2020)
(Z)-1,8-Di(pyren-1-yl)oct-4-ene (1) was prepared as a probe for olefin metathesis. The conversions of substrate by olefin metathesis under various conditions were calculated using the ratiometric fluorescence intensity change of 1. The conversions calcula
Isocyanate- and isothiocyanate-derived RuIV-based alkylidenes: Synthesis, structure, and activity
Kumar, P. Santhosh,Wurst, Klaus,Buchmeiser, Michael R.
, p. 1275 - 1283 (2009)
The synthesis and characterization of a series of isocyanate- and isothiocyanate-derived second generation Grubbs-Hoveyda-type ruthenium- alkylidene complexes, that is, [Ru(N= C=O)2(IMesH2)(=CH-2- (2-PrO)-C6H4)]
A new stable Hoveyda-Grubbs catalyst with mixed anionic ligands
Vehlow, Kati,Maechling, Simon,K?hler, Katrin,Blechert, Siegfried
, p. 8617 - 8620 (2006)
The synthesis and characterisation of a new highly active Hoveyda-Grubbs 2nd generation type catalyst is described. Substitution of one chloride ligand with a partially fluorinated trialkoxysilyl substituted carboxylate leads to the stable monocarboxylate
New fluorinated catalysts for olefin metathesis
Masoud, Salekh M.,Mailyan, Artur K.,Peregudov, Alexander S.,Bruneau, Christian,Osipov, Sergey N.
, p. 474 - 476 (2016)
New olefin metathesis catalysts, analogues of Grubbs II ones, bearing hexafluoroisopropylmethoxy groups in NHC ligand, provide high conversions in model ring closing metathesis of diallylmalonate and cross metathesis of allylbenzene with 1,3-diacetoxybut-
New approaches to olefin cross-metathesis
Blackwell, Helen E.,O'Leary, Daniel J.,Chatterjee, Arnab K.,Washenfelder, Rebecca A.,Bussmann, D. Andrew,Grubbs, Robert H.
, p. 58 - 71 (2000)
New methodology for the selective cross-metathesis (CM) of terminal olefins employing ruthenium benzylidene 1 is described. CM with symmetric internal olefins was found to provide a useful means for homologating terminal olefins to protected allylic alcoh
A simple approach to reduce the environmental impact of olefin metathesis reactions: A green and renewable solvent compared to solvent-free reactions
Kniese, Manuela,Meier, Michael A. R.
, p. 169 - 173 (2010)
Two widely-studied olefin metathesis reactions, the cross-metathesis of allyl benzene with cis-1,4-diacetoxy-2-butene and the ring closing metathesis of diethyl diallylmalonate, were studied under environmentally more benign reaction conditions. All studied catalysts allowed these reactions to be performed under bulk conditions, thus avoiding large amounts of solvent waste. Moreover, methyl decanoate, a fatty acid-derived, and thus renewable and non-toxic, solvent, was shown to be an environmentally friendly alternative solvent to the usually applied dichloromethane. Most interestingly, only the reactions performed under bulk conditions allowed a 25-fold catalyst loading reduction, thus offering the greenest alternative of the investigated reaction conditions.
Ruthenabenzene: A Robust Precatalyst
Gupta, Saswata,Su, Siyuan,Zhang, Yu,Liu, Peng,Wink, Donald J.,Lee, Daesung
supporting information, p. 7490 - 7500 (2021/05/26)
Metallaaromatics constitute a unique class of aromatic compounds where one or more transition metal elements are incorporated into the aromatic system, the parent of which is metallabenzene. One of the main concerns about metallabenzenes generally deals with the structural characterization related to their relative aromaticity compared to the carbon archetype. Transition metal-containing metallabenzenes are also implicated in certain catalytic processes such as alkyne metathesis polymerization; however, these transition metal-based metallaaromatic compounds have not been developed as a catalyst. Herein, we describe an effective strategy to generate diverse arrays of ruthenabenzenes and demonstrated them as an aromatic equivalent of the Grubbs-type ruthenium alkylidene catalysts. These ruthenabenzenes can be prepared via an enyne metathesis and metallotropic [1,3]-shift cascade process to form alkyne-chelated ruthenium alkylidene intermediates followed by spontaneous cycloaromatization. The aromatic nature of these complexes was confirmed by spectroscopic and X-ray crystallographic data, and the mechanistic pathways for the cycloaromatization process were studied by DFT calculations. These ruthenabenzenes display robust catalytic activity for metathesis and other transformations, which illustrates that metallabenzenes are not only compounds of structural and theoretical interests but also are a novel platform for new catalyst development.
