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Sigma-Aldrich

Hoveyda-Grubbs Catalyst® M721

Umicore

Synonym(s):

Hoveyda-Grubbs Catalyst® M72 SI(o-Tol) (C571), Dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](2-isopropoxyphenylmethylene)ruthenium(II), Stewart-Grubbs catalyst

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About This Item

Empirical Formula (Hill Notation):
C27H30Cl2N2ORu
CAS Number:
Molecular Weight:
570.52
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

core: ruthenium
reagent type: catalyst
reaction type: Ring-Opening Polymerization

mp

199-208 °C

storage temp.

2-8°C

SMILES string

CC(C)Oc1ccccc1C=[Ru](Cl)(Cl)=C2N(CCN2c3ccccc3C)c4ccccc4C

InChI

1S/C17H18N2.C10H12O.2ClH.Ru/c1-14-7-3-5-9-16(14)18-11-12-19(13-18)17-10-6-4-8-15(17)2;1-8(2)11-10-7-5-4-6-9(10)3;;;/h3-10H,11-12H2,1-2H3;3-8H,1-2H3;2*1H;/q;;;;+2/p-2

InChI key

ZDJCARGGZRTYFH-UHFFFAOYSA-L

Application

Less sterically hindered analog of Hoveyda-Grubbs Catalyst® 2nd Generation. Excels at ring-closing metathesis reactions of sterically encumbered olefins. Also useful for the cross metathesis of olefins bearing large allylic substituents.

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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David E White et al.
Journal of the American Chemical Society, 130(3), 810-811 (2008-01-01)
Described in this report is the first total synthesis of elatol, a halogenated sesquiterpene in the chamigrene natural product family. The key disconnections in our synthetic approach include an enantioselective decarboxylative allylation to form the all-carbon quaternary stereocenter and a
Ian C Stewart et al.
Organic letters, 9(8), 1589-1592 (2007-03-24)
[reaction: see text] A series of ruthenium-based metathesis catalysts with N-heterocyclic carbene (NHC) ligands have been prepared in which the N-aryl groups have been changed from mesityl to mono-ortho-substituted phenyl (e.g., tolyl). These new catalysts offer an exceptional increase in
Schrodi, Y.; Pederson, R.L.
Aldrichimica Acta, 40, 45-45 (2007)

Related Content

Research in the Grubbs group has centered on the development and application of a suite of highly active, selective, and bench stable ruthenium alkylidene complexes capable of catalyzing versatile olefin metatheses.

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