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Sigma-Aldrich

Hoveyda-Grubbs Catalyst® M731

Umicore

Synonym(s):

Dichloro[1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene][(5-isobutoxycarbonylamino)-(2-isopropoxy)benzylidene]ruthenium(II), Hoveyda-Grubbs Catalyst® M73 SIPr

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About This Item

Empirical Formula (Hill Notation):
C42H59Cl2N3O3Ru
CAS Number:
1212009-05-6
Molecular Weight:
825.91
MDL number:
MFCD27952544
UNSPSC Code:
12161600
PubChem Substance ID:
329767751
NACRES:
NA.22

Quality Level

100

form

powder

reaction suitability

core: ruthenium
reagent type: catalyst

mp

230-235 °C

storage temp.

2-8°C

SMILES string

CC(C)OC1=C(C=C(NC(OCC(C)C)=O)C=C1)C=[Ru](Cl)(Cl)=C2N(C3=C(C(C)C)C=CC=C3C(C)C)CCN2C4=C(C(C)C)C=CC=C4C(C)C

InChI

1S/C27H38N2.C15H21NO3.2ClH.Ru/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;1-10(2)9-18-15(17)16-13-6-7-14(12(5)8-13)19-11(3)4;;;/h9-14,18-21H,15-16H2,1-8H3;5-8,10-11H,9H2,1-4H3,(H,16,17);2*1H;/q;;;;+2/p-2

InChI key

HUXGPCXOYBIUSS-UHFFFAOYSA-L

Application

Hoveyda-Grubbs Catalyst® M73 SIPr is a second generation fast-initiation Hoveyda type ruthenium complex used to catalyze olefin metathesis. This catalyst exhibits high initiation rate even at -20°C. It is used in catalyzing ring-opening metathesis polymerization cross metathesis (ROMP/CM) of cyclooctene and microwave assisted cross metathesis-cyclization of 1,5-hexadiene.

Ruthenium-based catalysts for olefin metathesis
Grubbs Catalyst® Technology for Olefin Metathesis by Sigma-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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM3059

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Step-Economical Access to Valuable Weinreb Amide 2,5-Disubstituted Pyrrolidines by a Sequential One-Pot Two-Directional Cross-Metathesis/Cyclizing Aza-Michael Process
Boufroura H et al.
The Journal of Organic Chemistry, 78 (6), 2346-2354 (2013)
Screening of a selection of commercially available homogeneous Ru-catalysts in valuable olefin metathesis transformations
Caijo F et al.
Catalysis Science & Technology, 3 (2), 429-435 (2013)
α,ω-Bis(trialkoxysilyl) difunctionalized polycyclooctenes from ruthenium-catalyzed chain-transfer ring-opening metathesis polymerization
Michel X et al.
Polym. Chem., 7 (29), 4810-4823 (2016)
Synthesis and Application of Stereoretentive Ruthenium Catalysts on the Basis of the M7 and the Ru-Benzylidene-Oxazinone Design
Dumas A et al.
Organometallics, 37 (5), 829-834 (2018)
α-Trialkoxysilyl Functionalized Polycyclooctenes Synthesized by Chain-Transfer Ring-Opening Metathesis Polymerization
Diallo A K et al.
Macromolecules, 48 (20), 7453-7465 (2015)

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