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682365

Sigma-Aldrich

Grubbs Catalyst® M207

Umicore

Synonym(s):

Dichloro[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene](3-methyl-2-butenylidene) (tricyclohexylphosphine)ruthenium(II), Grubbs Catalyst® M2b (C827), Isopentenylidene(1,3-dimesitylimidazolidin-2-ylidene) (tricyclohexylphosphine)ruthenium(II) dichloride, [SIMes]dichloro(3-methyl-2-butenylidene)(tricyclohexylphosphine)Ru(II)

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About This Item

Empirical Formula (Hill Notation):
C44H67Cl2N2PRu
CAS Number:
253688-91-4
Molecular Weight:
826.97
MDL number:
MFCD09265165
UNSPSC Code:
12161600
PubChem Substance ID:
24885711
NACRES:
NA.22

reaction suitability

core: ruthenium
reagent type: catalyst
reaction type: Olefin Metathesis

storage temp.

2-8°C

SMILES string

C1CCC(CC1)P(C2CCCCC2)C3CCCCC3.C\C(C)=C/C=[Ru](Cl)(Cl)=C4N(CCN4c5c(C)cc(C)cc5C)c6c(C)cc(C)cc6C

InChI

1S/C21H26N2.C18H33P.C5H8.2ClH.Ru/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-4-5(2)3;;;/h9-12H,7-8H2,1-6H3;16-18H,1-15H2;1,4H,2-3H3;2*1H;/q;;;;;+2/p-2

InChI key

LCOFYVWULBZOTA-UHFFFAOYSA-L

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General description

Learn more about our metathesis catalysts

Application

A general purpose olefin metathesis catalyst similar in reactivity to Grubbs Catalyst® 2nd Generation.

Other Notes

Grubbs Catalyst® Technology for Olefin Metathesis by Aldrich

Legal Information

Product of Umicore

Product License
This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through Sigma-Aldrich, its affiliates or their authorized distributors conveys to the buyer a limited, one-time, non-exclusive, non-transferable, non-assignable license. Buyer′s use of this product may infringe patents owned or controlled by third parties. It is the sole responsibility of buyer to ensure that its use of the product does not infringe the patent rights of third parties or exceed the scope of the license granted herein.

For any further information on product please refer to your local Umicore PMC contact at http://www.pmc.umicore.com
Grubbs Catalyst is a registered trademark of Umicore AG & Co. KG

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H228

Hazard Classifications

Flam. Sol. 2

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ryan P Murelli et al.
Organic letters, 9(9), 1749-1752 (2007-04-03)
[reaction: see text] In the presence of ruthenium-based olefin metathesis catalysts and triphenylphosphine, alpha,beta-unsaturated aldehydes can be olefinated with diazoacetates. This ruthenium-catalyzed transformation has been employed in tandem with olefin cross-metathesis to convert terminal olefins into 1,3-dienoic esters in a
Kevin M Kuhn et al.
Organic letters, 12(5), 984-987 (2010-02-10)
A series of ruthenium catalysts have been screened under ring-closing metathesis (RCM) conditions to produce five-, six-, and seven-membered carbamate-protected cyclic amines. Many of these catalysts demonstrated excellent RCM activity and yields with as low as 500 ppm catalyst loadings.
A K Chatterjee et al.
Organic letters, 1(11), 1751-1753 (2000-06-03)
[formula: see text] Trisubstituted alkenes have been prepared for the first time via intermolecular olefin cross-metathesis, using 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ruthenium alkylidene complexes 3a,b in good yields with moderate E selectivity. In addition, protected alcohols near the geminal disubstituted olefin improve reactivity
Schrodi, Y.; Pederson, R.L.
Aldrichimica Acta, 40, 45-45 (2007)
T M Trnka et al.
Accounts of chemical research, 34(1), 18-29 (2001-02-15)
In recent years, the olefin metathesis reaction has attracted widespread attention as a versatile carbon-carbon bond-forming method. Many new applications have become possible because of major advances in catalyst design. State-of-the-art ruthenium catalysts are not only highly active but also
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