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Sigma-Aldrich

Pentamethylcyclopentadienyltris (acetonitrile)ruthenium(II) hexafluorophosphate

Synonym(s):

[RuCp*(MeCN)3]PF6

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About This Item

Empirical Formula (Hill Notation):
C16H24N3PRuF6
CAS Number:
99604-67-8
Molecular Weight:
504.42
MDL number:
MFCD08457650
UNSPSC Code:
12161600
PubChem Substance ID:
24884913
NACRES:
NA.22

form

solid

reaction suitability

core: ruthenium
reagent type: catalyst

storage temp.

2-8°C

SMILES string

[Ru+].CC#N.CC#N.CC#N.F[P-](F)(F)(F)(F)F.CC1C(C)=C(C)C(C)=C1C

InChI

1S/C10H16.3C2H3N.F6P.Ru/c1-6-7(2)9(4)10(5)8(6)3;3*1-2-3;1-7(2,3,4,5)6;/h6H,1-5H3;3*1H3;;/q;;;;-1;+1

InChI key

IYEMDYLFXFMECZ-UHFFFAOYSA-N

General description

Pentamethylcyclopentadienyltris (acetonitrile)ruthenium(II) hexafluorophosphate is an organoruthenium compound. It is used as a homogeneous catalyst in organic synthesis. It enables the hydrosilylation of alkynes, cyclotrimerization of alkynes, cycloaddition reactions, and carbon-carbon or carbon-heteroatom bond-forming reactions.

Application

Hydrosilylation Catalysts
A versatile catalyst for hydrosilylation of alkynes providing α-vinylsilanes.
Reagent use as catalyst precursors for carbon-carbon or carbon-heteroatom bond forming reactions.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Markovnikov alkyne hydrosilylation catalyzed by ruthenium complexes.
B M Trost et al.
Journal of the American Chemical Society, 123(50), 12726-12727 (2001-12-14)
Barry M Trost et al.
Journal of the American Chemical Society, 127(50), 17644-17655 (2005-12-15)
The complex [Cp*Ru(MeCN)3]PF6 is shown to catalyze the hydrosilylation of a wide range of alkynes. Terminal alkynes afford access to alpha-vinylsilane products with good regioselectivity. Deuterium labeling studies indicate a clean trans addition process is at work. The same complex

Articles

Alkyne Hydrosilylation

Vinyl-metal reagents play a pivotal role in organic synthesis. Among the vinyl-metal reagents available, silicon-based reagents are of increasing importance. This is largely due to their low cost, minimal toxicity, ease of handling, and the simplicity of byproduct removal.

Hydrosilylation Catalyst

A Highly Efficient Hydrosilylation Catalyst, sigma-aldrich is pleased to offer [Cp*Ru(MeCN)3]PF6, as well as a number of other catalysts for hydrosilylation.

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