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Sigma-Aldrich

Grubbs Catalyst® C833

95%

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Synonym(s):
Dichloro(PCy3)[(tricyclohexylphosphoranyl)methylidene]Ru tetrafluoroborate, Dichloro(tricyclohexylphosphine)[(tricyclohexylphosphoranyl)methylidene]ruthenium(II) tetrafluoroborate, Piers 1st generation metathesis catalyst
Empirical Formula (Hill Notation):
C37H67BCl2F4P2Ru
CAS Number:
1020085-61-3
Molecular Weight:
832.66
MDL number:
MFCD15144782
UNSPSC Code:
12352300
PubChem Substance ID:
329762759
NACRES:
NA.22

Assay

95%

form

solid

reaction suitability

core: ruthenium
reagent type: catalyst
reaction type: Ring Opening Metathesis Polymerisation

mp

203 °C (dec.)

storage temp.

2-8°C

SMILES string

F[B-](F)(F)F.C1CCC(CC1)P(C2CCCCC2)C3CCCCC3.Cl\[Ru](Cl)=C/[P+](C4CCCCC4)(C5CCCCC5)C6CCCCC6

InChI

1S/C19H34P.C18H33P.BF4.2ClH.Ru/c1-20(17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19;1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;2-1(3,4)5;;;/h1,17-19H,2-16H2;16-18H,1-15H2;;2*1H;/q+1;;-1;;;+2/p-2

InChI key

YFCZUTDHPBTFQL-UHFFFAOYSA-L

Application

Cationic 4-coordinate catalyst is considered “pre-activated” because no ligand dissociation is required for formation of the active catalytic species. Has reactivity profile similar to Grubbs Catalyst® 1st Generation but is active at much lower temperatures (below 0 °C).

Legal Information

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

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H228

Hazard Classifications

Flam. Sol. 2

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Romero, P. E.; Piers, W. E.; McDonald, R.
Angewandte Chemie (International Edition in English), 6161-6161 (2004)
Kinetic and thermodynamic analysis of processes relevant to initiation of olefin metathesis by ruthenium phosphonium alkylidene catalysts.
Leitao EM, et al.
Journal of the American Chemical Society, 132(8), 2784-2794 (2010)

Articles

Ring-Closing Alkyne Metathesis (RCAM)

Alkyne metathesis has been a useful tool for C–C bond formation since the discovery of structurally well-defined metal alkylidynes by Schrock and coworkers.

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Grubbs Group – Professor Product Portal

Research in the Grubbs group has centered on the development and application of a suite of highly active, selective, and bench stable ruthenium alkylidene complexes capable of catalyzing versatile olefin metatheses.

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