682330

Sigma-Aldrich

Grubbs Catalyst® M300

Synonym(s):
Dichloro[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene](benzylidene)bis(3-bromopyridine)ruthenium(II), [1,3-Dimesityl-2-imidazolidinylidene]dichloro(phenylmethylene)bis(3-bromopyridine)ruthenium(II), Grubbs Catalyst® M37a (C884), Grubbs Catalyst® 3rd Generation, Grubbs Catalyst® C884, [1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)bis(3-bromopyridine)ruthenium(II)
Empirical Formula (Hill Notation):
C38H40Br2Cl2N4Ru
CAS Number:
Molecular Weight:
884.54
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

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

mp

140 °C (dec.)

storage temp.

2-8°C

SMILES string

Brc1cccnc1.Brc2cccnc2.Cc3cc(C)c(N4CCN(C4=[Ru](Cl)(Cl)=Cc5ccccc5)c6c(C)cc(C)cc6C)c(C)c3

InChI

1S/C21H26N2.C7H6.2C5H4BrN.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;1-7-5-3-2-4-6-7;2*6-5-2-1-3-7-4-5;;;/h9-12H,7-8H2,1-6H3;1-6H;2*1-4H;2*1H;/q;;;;;;+2/p-2

InChI key

YDOACSUCKSODBO-UHFFFAOYSA-L

Application

Labile pyridine ligands result in a very fast initiator (even at 0 °C). Effective in cross metathesis of acrylonitrile. Also effective in RCM and the ROMP production of block copolymers and polymers with narrow PDIs.

Packaging

2 g in glass bottle
100, 500 mg in glass bottle

Legal Information

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 www.pmc.umicore.com.,
Grubbs Catalyst is a registered trademark of Umicore

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

A practical and highly active ruthenium-based catalyst that effects the cross metathesis of acrylonitrile.
Jennifer A Love et al.
Angewandte Chemie (International ed. in English), 41(21), 4035-4037 (2002-11-02)
Sanford, M. S., et al.
Organometallics, 5314-5314 (2001)
Choi TL, and Grubbs RH.
Aldrichimica Acta, 42(15), 1743-1746 (2003)
Ritter, T., et al.
Organometallics, 5740-5740 (2006)
Takuya Kanemitsu et al.
Organic letters, 5(24), 4541-4544 (2003-11-25)
[reaction: see text] The octenediol linker used during automated oligosaccharide assembly is cleaved by olefin cross-metathesis. Until now, this linker could not be applied to sugars containing azides. A detailed study of the cleavage reaction served as basis for the...
Articles
ROMP has become an important reaction for the formation of well defined polymers. Ziegler and Natta's early studies on ethylene and polypropylene polymerization lead to extensive research efforts on the investigation of transition metal catalyzed polymerization and its mechanism, which ultimately lead to the development of ROMP.
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