λ2-ruthenium(2+) ion tris(triphenylphosphane) dichloride

• ChemBase ID: 126990
• Molecular Formular: C54H45Cl2P3Ru
• Molecular Mass: 958.832383
• Monoisotopic Mass: 958.11546569
• SMILES: [Ru+2].[Cl-].[Cl-].c1c(P(c2ccccc2)c2ccccc2)cccc1.c1ccccc1P(c1ccccc1)c1ccccc1.c1ccccc1P(c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.[Cl-].[Cl-].[Ru+2]
• InChI: 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
• InChIKey: WIWBLJMBLGWSIN-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-ruthenium(2+) ion tris(triphenylphosphane) dichloride
• IUPAC Traditional name: λ^2-ruthenium(2+) ion tris(triphenylphosphine) dichloride
• Synonyms: Ruthenium tris(triphenylphosphine) dichloride; Tris(triphenylphosphine)dichlororuthenium; Tris(triphenylphosphine)ruthenium dichloride;Tris(triphenylphosphine)ruthenium(II) dichloride; Dichlorotris(triphenylphosphine)ruthenium(II); Tris(triphenylphosphine)ruthenium(II) chloride; Dichlorotris(triphenylphosphine)ruthenium(II); Dichlorotris(triphenylphosphine)ruthenium(II), Premion®; 三(三苯基膦)二氯化钌(II); 三(三苯基膦)二氯化钌(II), Premion®

Database IDs

• CAS Number: 15529-49-4
• EC Number: 239-569-7
• MDL Number: MFCD00013077
• PubChem SID: 162221313
• PubChem CID: 84971
• Chemspider ID: 76650
• Wikipedia Title: Dichlorotris(triphenylphosphine)ruthenium(II)

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.1066
• LogD (pH = 7.4): 5.1066
• Log P: 5.1066
• Molar Refractivity: 81.6229 cm^3
• Polarizability: 32.34495 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Very slightly soluble (with dissociation) in acetone, alcohol, chloroform, ethyl acetate, and toluene
• Apperance: Black Crystals or Red-Brown; Crystalline powder
• Melting Point: 132.85°C (406K); 132-134°C
• Density: 1.43 g/cm₃

Safety Information

• Storage Warning: Air & Moisture Sensitive
• TSCA Listed: 否

Product Information

• Purity: 97%; 99.95% (metals basis), Ru 10.2% min

REFERENCES

• Versatile homogeneous isomerization, reduction and oxidation catalyst.
• Homoallylic alcohols can be isomerized to allylic: J. Am. Chem. Soc., 118, 12867 (1996); Tetrahedron, 54, 5129 (1998).
• In combination with ethylenediamine and KOH in 2-propanol, conventional hydrogenation of ketones can be accomplished: J. Am. Chem. Soc., 117, 2675 (1995); J. Org. Chem., 61, 4872 (1996). This combination is also effective for the selective reduction of aldehydes and ketones in the presence of alkenes, whereas only olefinic bonds can be reduced with the Ru complex alone: J. Am. Chem. Soc., 117, 10417 (1995):
  
• Catalyzes hydrogenation of aromatic nitro compounds to amines; selective reduction is possible in the presence of halogen, ester, nitrile and even additional nitro groups: Tetrahedron Lett., 2163 (1975). Aliphatic nitro compounds are hydrogenated to amines under high pressure: J. Org. Chem., 40, 519 (1975). Also catalyzes the high-yield reduction of nitroarenes to amines, indoles to indolines, quinolines to 1,2,3,4-tetrahydroquinolines by formic acid and triethylamine: Bull. Chem. Soc. Jpn., 57, 2440 (1984).
• Catalyzes the cyclization 2-aminophenethyl alcohols to indoles in high yield: J. Org. Chem., 55, 580 (1990):
  
• Catalyst for the reaction of N-alkylanilines with triethanolamine in dioxan (autoclave) to give the corresponding 1-alkylindoles in good yield: Synth. Commun., 26, 1349 (1996).
• In the presence of acetone, secondary alcohols can be oxidized to ketones: J. Chem. Soc., Chem. Commun., 337 (1992). For use in the dehydrogenation of amines to imines and the oxidation of cyanohydrins to acyl cyanides, see tert-Butyl hydroperoxide, A13926. In combination with hydroquinone, selective aerobic oxidation of a primary alcohol to an aldehyde, in the presence of a secondary alcohol, can be achieved: Tetrahedron Lett., 39, 5557 (1998).
• Alkylated arenes can be oxidized to ketones by tert-butyl hydroperoxide, catalyzed by the complex: J. Org. Chem., 65, 9186 (2000).
• In the presence of KOH, catalyzes the one-pot ɑ-alkylation of secondary alcohols with primary alcohols: Organometallics, 22, 3608 (2002).