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707961

Sigma-Aldrich

Grubbs Catalyst® C833

95%

Synonym(s):

Dichloro(PCy3)[(tricyclohexylphosphoranyl)methylidene]Ru tetrafluoroborate, Dichloro(tricyclohexylphosphine)[(tricyclohexylphosphoranyl)methylidene]ruthenium(II) tetrafluoroborate, Piers 1st generation metathesis catalyst

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About This Item

Empirical Formula (Hill Notation):
C37H67BCl2F4P2Ru
CAS Number:
Molecular Weight:
832.66
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
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

signalword

Warning

hcodes

Hazard Classifications

Flam. Sol. 2

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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

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.

Related Content

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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