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Sigma-Aldrich

Grubbs Catalyst® 2nd Generation

purum, ≥97.0% (C)

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Synonym(s):
(1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, Benzylidene[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(tricyclohexylphosphine)ruthenium, Dichloro[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene](benzylidene)(tricyclohexylphosphine)ruthenium(II), Grubbs Catalyst® C848
Empirical Formula (Hill Notation):
C46H65Cl2N2PRu
CAS Number:
246047-72-3
Molecular Weight:
848.97
MDL number:
MFCD03453237
UNSPSC Code:
12000000

grade

purum

Assay

≥97.0% (C)

mp

143.5-148.5 °C (lit.)

SMILES string

C1CCC(CC1)P(C2CCCCC2)C3CCCCC3.Cc4cc(C)c(N5CCN(c6c(C)cc(C)cc6C)C5=[Ru](Cl)(Cl)=Cc7ccccc7)c(C)c4

InChI

1S/C21H26N2.C18H33P.C7H6.2ClH.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;1-4-10-16(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;;;/h9-12H,7-8H2,1-6H3;16-18H,1-15H2;1-6H;2*1H;/q;;;;;+2/p-2

InChI key

FCDPQMAOJARMTG-UHFFFAOYSA-L

Other Notes

New generation catalyst with increased activity for olefin metathesis reactions; it gives excellent yields even in cases where the classic Grubbs catalyst fails

Legal Information

Grubbs Catalyst is a registered trademark of Umicore AG & Co. KG

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A.B. Smith III et al.
Journal of the American Chemical Society, 122, 9484-9484 (2000)
J A Smulik et al.
Organic letters, 2(15), 2271-2274 (2000-08-10)
The Grubbs 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene-substituted ruthenium complex 1 catalyzed ethylene-alkyne cross-metathesis and was shown to tolerate free hydroxyl groups and coordinating functionality at the propargylic and homopropargylic positions. Hindered and enantiomerically enriched 1-substituted alkynes also react efficiently under the reported conditions.
M Scholl et al.
Organic letters, 1(6), 953-956 (2000-05-24)
[formula: see text] A new family of 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene-substituted ruthenium-based complexes 9a-c has been prepared starting from RuCl2(=CHPh)(PCy3)2 2. These air- and water-tolerant complexes were shown to exhibit an increased ring-closing metathesis activity at elevated temperature when compared to that of

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