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707988

Sigma-Aldrich

Grubbs Catalyst® C859

95%

Synonym(s):

Dichloro[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene][(tricyclohexylphosphoranyl)methylidene]ruthenium(II) tetrafluoroborate, Piers second generation metathesis catalyst, [SIMes]dichloro[(tricyclohexylphosphoranyl)methylidene]Ru tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C40H60BCl2F4N2PRu
CAS Number:
Molecular Weight:
858.67
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

solid

reaction suitability

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

mp

176 °C (dec.)

storage temp.

2-8°C

SMILES string

F[B-](F)(F)F.Cc1cc(C)c(N2CCN(c3c(C)cc(C)cc3C)C2=[Ru](Cl)(Cl)=C[P+](C4CCCCC4)(C5CCCCC5)C6CCCCC6)c(C)c1

InChI

1S/C21H26N2.C19H34P.BF4.2ClH.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;1-20(17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19;2-1(3,4)5;;;/h9-12H,7-8H2,1-6H3;1,17-19H,2-16H2;;2*1H;/q;+1;-1;;;+2/p-2

InChI key

KMTPXIJXNIAPCS-UHFFFAOYSA-L

Application

Active as low as -50 °C, which enables direct observation of reaction intermediates.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Rapidly initiating ruthenium olefin-metathesis catalysts.
Romero PE, et al.
Angewandte Chemie (International Edition in English), 43(45), 6161-6165 (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 focuses on ruthenium alkylidene complexes for versatile olefin metatheses catalysis in the Grubbs group.

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