λ2-ruthenium(2+) ion 1,2,3,5-tetraphenyl-4-[(propan-2-yl)amino]cyclopenta-2,4-dien-1-ide bis(methanidylidyneoxidanium) chloride

• ChemBase ID: 141597
• Molecular Formular: C34H28ClNO2Ru
• Molecular Mass: 619.11462
• Monoisotopic Mass: 619.08520582
• SMILES: CC(C)NC1=C([C-](C(=C1c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1.[C-]#[O+].[C-]#[O+].[Cl-].[Ru+2]
• Canonical SMILES: CC(NC1=C(c2ccccc2)[C-](C(=C1c1ccccc1)c1ccccc1)c1ccccc1)C.[O+]#[C-].[O+]#[C-].[Cl-].[Ru+2]
• InChI: InChI=1S/C32H28N.2CO.ClH.Ru/c1-23(2)33-32-30(26-19-11-5-12-20-26)28(24-15-7-3-8-16-24)29(25-17-9-4-10-18-25)31(32)27-21-13-6-14-22-27;2*1-2;;/h3-23,33H,1-2H3;;;1H;/q-1;;;;+2/p-1
• InChIKey: VXCCKTAQOLGVLW-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-ruthenium(2+) ion 1,2,3,5-tetraphenyl-4-[(propan-2-yl)amino]cyclopenta-2,4-dien-1-ide bis(methanidylidyneoxidanium) chloride
• IUPAC Traditional name: λ^2-ruthenium(2+) ion 3-(isopropylamino)-1,2,4,5-tetraphenylcyclopenta-2,4-dien-1-ide bis(carbon monoxide) chloride
• Synonyms: Dicarbonylchloro[(1,2,3,4,5-η)-1-[(1-methylethylamino]-2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-yl]ruthenium; Chlorodicarbonyl(1-(isopropylamino)-2,3,4,5-tetraphenylcyclopentadienyl)ruthenium(II); 氯二羰基丙胺四苯基环戊二烯钌; 氯二羰基(1-(异丙基氨基)-2,3,4,5-四苯基环戊二烯)钌(II)

Database IDs

• CAS Number: 470688-18-7
• PubChem SID: 162235831
• PubChem CID: 71310657

CALCULATED PROPERTIES

• Acid pKa: 11.150034
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 6.0523043
• LogD (pH = 7.4): 7.2685714
• Log P: 9.0544
• Molar Refractivity: 141.621 cm^3
• Polarizability: 59.903934 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C34H28ClNO2Ru

DETAILS

Sigma Aldrich - 686190

Application
Metal catalyst used in conjunction with enzymes for enantioselective transformations via dynamic kinetic resolution.6
Catalyst for asymmetric:
• Synthesis of achaetolide1
• Transfer hydrogenation and racemization2
• Total synthesis of stagonolide-C3Reactant for synthesis of air-stable racemization catalysts4Racemization catalyst for dynamic kinetic resolution of secondary alcohols5
Packaging
1 g in glass bottle
250 mg in glass bottle