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Sigma-Aldrich

Tris(triphenylphosphine)ruthenium(II) dichloride

97%

Synonym(s):

Tris(triphenylphosphine)dichlororuthenium, Dichlorotris(triphenylphosphine)ruthenium(II), Ruthenium(II)-tris(triphenylphosphine) dichloride

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About This Item

Linear Formula:
[(C6H5)3P]3RuCl2
CAS Number:
15529-49-4
Molecular Weight:
958.83
Beilstein:
4935939
EC Number:
239-569-7
MDL number:
MFCD00013077
UNSPSC Code:
12161600
PubChem Substance ID:
24853394
NACRES:
NA.22

Quality Level

100

Assay

97%

reaction suitability

core: ruthenium
reagent type: catalyst
reaction type: C-H Activation

SMILES string

Cl[Ru]Cl.c1ccc(cc1)P(c2ccccc2)c3ccccc3.c4ccc(cc4)P(c5ccccc5)c6ccccc6.c7ccc(cc7)P(c8ccccc8)c9ccccc9

InChI

1S/3C18H15P.2ClH.Ru/c3*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h3*1-15H;2*1H;/q;;;;;+2/p-2

InChI key

WIWBLJMBLGWSIN-UHFFFAOYSA-L

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Application

Tris(triphenylphosphine)ruthenium(II) dichloride or [RuCl2(PPh3)3] can be used as a catalyst to synthesize:
  • Functionalized alcohols by C-C cross-coupling reaction between different alcohols via sp3 C-H bond activation of primary alcohols in the presence of Lewis acid.
  • Furan derivatives from allenyl sulfides via 1,4 migration of the sulfanyl group.
  • 1,3-diphenylpropan-1-one by alkylation of acetophenone with benzyl alcohol via C-C bond formation.
  • Vinyl chloride monomer by hydrochlorination reaction of acetylene.

RuCl2(PPh3)3 can also be used as a catalyst in the cyclization, isomerization, reduction, oxidation, and cross-coupling reactions of a variety of organic products. Hydrogenation of nitro groups, imines, and ketones, as well as selective oxidation of alcohols are also possible in the presence of this catalyst.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of vinyl chloride monomer over carbon-Supported tris-(triphenylphosphine) ruthenium dichloride catalysts
Li Xing, et al.
Catalysts, 8(7), 276-276 (2018)
Josanne-Dee Woodroffe et al.
ChemSusChem, 14(1), 339-343 (2020-10-21)
The sustainable, bio-based, platform chemical, 2,5-hexanedione [HD (1)], was efficiently converted to methylcyclopentadiene [MCPD (4)] through a three-step process consisting of intramolecular aldol condensation, catalytic chemoselective hydrogenation, and dehydration. Base-catalyzed aldol condensation of 1 resulted in the formation of 3-methyl-2-cyclopenten-1-one
Cross-Coupling Reaction between Alcohols through sp3 C-H Activation Catalyzed by a Ruthenium/Lewis Acid System
Zhang S-Y, et al.
Chemistry?A European Journal , 14(33), 10201-10205 (2008)
Dichlorotris (triphenylphosphine) ruthenium (II) a
Plummer JS, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Cross-coupling reaction between alcohols through sp3 C-H activation catalyzed by a ruthenium/Lewis acid system.
Shu-Yu Zhang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(33), 10201-10205 (2008-10-11)
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