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Sigma-Aldrich

Tris(triphenylphosphine)ruthenium(II) dichloride

97%

Sinônimo(s):

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

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About This Item

Fórmula linear:
[(C6H5)3P]3RuCl2
Número CAS:
Peso molecular:
958.83
Beilstein:
4935939
Número CE:
Número MDL:
Código UNSPSC:
12161600
ID de substância PubChem:
NACRES:
NA.22

Ensaio

97%

adequação da reação

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

cadeia de caracteres SMILES

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

chave InChI

WIWBLJMBLGWSIN-UHFFFAOYSA-L

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Aplicação

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análise (COA)

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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)
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

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