2-hydroxy-1,3,4,5-tetraphenylcyclopenta-2,4-dien-1-ide; dirutheniumylium; tetrakis(methanidylidyneoxidanium); tetraphenylcyclopenta-2,4-dien-1-one

• ChemBase ID: 140147
• Molecular Formular: C62H41O6Ru2
• Molecular Mass: 1084.12534
• Monoisotopic Mass: 1085.09901203
• SMILES: [C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].c1ccc(cc1)C1=C(C(=O)C(=C1c1ccccc1)c1ccccc1)c1ccccc1.c1ccc(cc1)C1=C([C-](C(=C1c1ccccc1)O)c1ccccc1)c1ccccc1.[Ru][Ru+]
• Canonical SMILES: O=C1C(=C(C(=C1c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1.OC1=C(c2ccccc2)C(=C([C-]1c1ccccc1)c1ccccc1)c1ccccc1.[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[Ru+][Ru]
• InChI: InChI=1S/C29H21O.C29H20O.4CO.2Ru/c2*30-29-27(23-17-9-3-10-18-23)25(21-13-5-1-6-14-21)26(22-15-7-2-8-16-22)28(29)24-19-11-4-12-20-24;4*1-2;;/h1-20,30H;1-20H;;;;;;/q-1;;;;;;;+1
• InChIKey: UISXRNTZEGTPQC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-1,3,4,5-tetraphenylcyclopenta-2,4-dien-1-ide; dirutheniumylium; tetrakis(methanidylidyneoxidanium); tetraphenylcyclopenta-2,4-dien-1-one
• IUPAC Traditional name: 2-hydroxy-1,3,4,5-tetraphenylcyclopenta-2,4-dien-1-ide; tetrakis(carbon monoxide); dirutheniumylium; tetraphenylcyclopentadienone
• Synonyms: 2,4-Cyclopentadien-1-one, 2,3,4,5-tetraphenyl-, ruthenium complex; Shvo’s Catalyst; Tetracarbonyl-μ-hydro[(1,2,3,4,5-H)-1-hydroxylato-2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-yl][(1,2,3,4,5-H)-1-hydroxy-2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-yl]diruthenium; 1-Hydroxytetraphenyl-cyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); 2,4-环戊二烯-1-酮 2,3,4,5-四苯基钌络合物; Shvo 催化剂; 四羰基-μ-氢[(1,2,3,4,5-H)-1-羟基-2,3,4,5-四苯基-2,4-环戊二烯-1-yl][(1,2,3,4,5-H)-1-羟基-2,3,4,5-四苯基-2,4-环戊二烯-1-基]二钌; 1-羟基四苯基-环戊二烯基(四苯基-2,4-环戊二烯-1-酮)-μ-氢四羰基二钌(II)

Database IDs

• CAS Number: 104439-77-2
• PubChem SID: 162234391; 24884974
• PubChem CID: 71310379

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.407245
• LogD (pH = 7.4): 7.407245
• Log P: 7.407245
• Molar Refractivity: 123.4912 cm^3
• Polarizability: 47.64242 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 223-227 °C

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C62H42O6Ru2

DETAILS

Sigma Aldrich - 668281

Application
Has found numerous applications as a versatile catalyst in organic synthesis, including the reduction of aldehydes and ketones to alcohols, bimolecular disproportionation reaction of aldehydes to esters, isomerization of allylic alcohols and oxidation of alcohols.1,2
Shvo’s Catalyst
Packaging
100, 500 mg in glass bottle