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Hoveyda-Grubbs Catalyst® M720

Umicore, 97%

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Synonym(s):
Hoveyda-Grubbs Catalyst® 2nd Generation, Hoveyda-Grubbs Catalyst® M72 (C627), (1,3-Bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(o-isopropoxyphenylmethylene)ruthenium, Dichloro[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene](2-isopropoxyphenylmethylene)ruthenium(II), Grubbs Catalyst® C627
Empirical Formula (Hill Notation):
C31H38Cl2N2ORu
CAS Number:
301224-40-8
Molecular Weight:
626.62
MDL number:
MFCD03701614
PubChem Substance ID:
24880520
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

reaction suitability

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

mp

216-220 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)Oc1ccccc1C=[Ru](Cl)(Cl)=C2N(CCN2c3c(C)cc(C)cc3C)c4c(C)cc(C)cc4C

InChI

1S/C21H26N2.C10H12O.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;1-8(2)11-10-7-5-4-6-9(10)3;;;/h9-12H,7-8H2,1-6H3;3-8H,1-2H3;2*1H;/q;;;;+2/p-2

InChI key

ZRPFJAPZDXQHSM-UHFFFAOYSA-L

Related Categories

Application

It′s a phosphine free version of Grubbs 2nd Generation Catalyst with comparable reactivity, but initiates more readily at lower temperatures. Efficient for metathesis of electron-deficient substrates including fluorinated olefins. Demonstrated in multiple large-scale pharmaceutical applications.
It can be used as a catalyst for olefin cross-metathesis with fluorinated olefins (CM), ring-closing metathesis (RCM), ring-opening metathesis (ROM), and a sequence of a metathesis reaction and subsequent dihydroxylation of the newly formed double bond.

Learn more about our metathesis catalysts

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

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Structure activity relationships of 5-, 6-, and 7-methyl-substituted azepan-3-one cathepsin K inhibitors.
Yamashita DS, et al.
Journal of Medicinal Chemistry, 49(5), 1597-1612 (2006)
Brian H White et al.
Journal of the American Chemical Society, 125(48), 14901-14904 (2003-12-04)
Ring-opening/ring-closing metathesis on cyclobutene-containing substrates with angular oxygen functionality provides a stereospecific introduction of 1,5-bis-dienes required for an anion-accelerated oxy-Cope rearrangement. The reaction sequence offers generally a stereocontrolled preparation of a variety of medium ring-containing bicyclic ring systems, while rearrangement
Sequential catalysis: a metathesis/dihydroxylation sequence.
Samuel Beligny et al.
Angewandte Chemie (International ed. in English), 45(12), 1900-1903 (2006-02-14)
Vougioukalakis, G. C.; Grubbs, R. H.
Chemical Reviews, 1746-1746 (2010)
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
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