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Sigma-Aldrich

Tris(triphenylphosphine)ruthenium(II) dichloride

97%

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Synonym(s):
Tris(triphenylphosphine)dichlororuthenium, Dichlorotris(triphenylphosphine)ruthenium(II), Ruthenium(II)-tris(triphenylphosphine) dichloride
Linear Formula:
[(C6H5)3P]3RuCl2
CAS Number:
Molecular Weight:
958.83
Beilstein/REAXYS Number:
4935939
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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This Item
33500233499515258
reaction suitability

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

reaction suitability

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

reaction suitability

core: ruthenium, reagent type: catalyst

reaction suitability

core: ruthenium, reagent type: catalyst

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
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)
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
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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