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729353

Sigma-Aldrich

Grubbs Catalyst® M206

Umicore

Synonyme(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

Formule empirique (notation de Hill):
C52H77Cl2N2PRu
Numéro CAS:
Poids moléculaire :
933.13
Code UNSPSC :
12161600
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Forme

solid

Pf

176-181 °C

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

VWYWCKUDPDENIJ-UHFFFAOYSA-L

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.

Informations légales

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

Pictogrammes

Flame

Mention d'avertissement

Warning

Mentions de danger

Conseils de prudence

Classification des risques

Flam. Sol. 2

Code de la classe de stockage

4.1B - Flammable solid hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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)
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)
A Standard System of Characterization for Olefin Metathesis Catalysts
Ritter T. et al.
Organometallics, 25 (24), 5740-5745 (2006)
Ruthenium-Olefin Complexes: Effect of Ligand Variation upon Geometry
Anderson DR, O'Leary DJ and Grubbs RH
Chemistry?A European Journal, 14 (25), 7536-7544 (2008)

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