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Merck
CN

729353

Grubbs Catalyst® M206

solid, Umicore

Synonym(s):

Grubbs Catalyst® M2a SIPR (C933), Dichloro[1,3-bis(2,6-isopropylphenyl)-2-imidazolidinylidene](benzylidene)(tricyclohexylphosphine)ruthenium(II)

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About This Item

Empirical Formula (Hill Notation):
C52H77Cl2N2PRu
CAS Number:
373640-75-6
Molecular Weight:
933.13
MDL number:
MFCD18643355
UNSPSC Code:
12161600
PubChem Substance ID:
329764471
NACRES:
NA.22

Key Documents

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Product Name

Grubbs Catalyst® M206, Umicore

SMILES string

C1CCC(CC1)P(C2CCCCC2)C3CCCCC3.CC(C)c4cccc(C(C)C)c4N5CCN(C5[Ru](Cl)(Cl)=Cc6ccccc6)c7c(cccc7C(C)C)C(C)C

InChI

1S/C27H39N2.C18H33P.C7H6.2ClH.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;1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-7-5-3-2-4-6-7;;;/h9-14,17-21H,15-16H2,1-8H3;16-18H,1-15H2;1-6H;2*1H;/q;;;;;+2/p-2

InChI key

VWYWCKUDPDENIJ-UHFFFAOYSA-L

form

solid

mp

176-181 °C

storage temp.

2-8°C

Related Categories

Application

  • Bulky NHC ligand results in faster initiation than the Grubbs 2nd Generation Catalyst.
  • Has enabled lower catalyst loadings in some applications.
Grubbs Catalyst® M2a SIPr is a second generation Grubb′s catalyst used to catalyze olefin metathesis which low catalyst loading. This is also used in synthesizing variety of highly active second generation fast-initiation Hoveyda type ruthenium catalysts.

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

Other Notes

Ruthenium-based catalysts for olefin metathesis

Grubbs Catalyst® Technology for Olefin Metathesis by Sigma-Aldrich

pictograms

Flame
GHS02

signalword

Warning

hcodes

H228

pcodes

P210

Hazard Classifications

Flam. Sol. 2

Storage Class

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW6541
MKCT8857
MKCT4042
MKCQ4559
MKCN9527

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Towards Long-Living Metathesis Catalysts by Tuning the N-Heterocyclic Carbene (NHC) Ligand on Trifluoroacetamide-Activated Boomerang Ru Complexes
Clavier H et al.
European Journal of Organic Chemistry, 2009 (25), 4254-4265 (2009)
A Standard System of Characterization for Olefin Metathesis Catalysts
Ritter T. et al.
Organometallics, 25 (24), 5740-5745 (2006)
Fast-Initiating, Ruthenium-based Catalysts for Improved Activity in Highly E-Selective Cross Metathesis
Ahmed, Tonia S. and Grubbs, Robert H.
Journal of the American Chemical Society, 139 (4), 1532-1537 (2017)
Light- and Thermal-Activated Olefin Metathesis of Hindered Substrates
Ivry E et al.
Organometallics, 37 (2), 176-181 (2018)
Dinger, M. B.; Mol, J. C.
Advanced Synthesis & Catalysis, 671-671 (2002)
View All Related Papers

Related Content

Olefin Metathesis Application Guide

The Olefin Application Metathesis Application Guide provides - The Key Features of Metathesis, General Reaction Procedures, Guidance for Choosing the Correct Metathesis Route, A Metathesis Quick Guide

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