Carbonyldihydridotris(triphenylphosphine)ruthenium(II) FAQ
Carbonyldihydridotris(triphenylphosphine)ruthenium(II) FAQ
Carbonyldihydridotris(triphenylphosphine)ruthenium(II) is a well-defined, bench-stable organometallic ruthenium(II) complex widely employed as a precatalyst in homogeneous hydrogenation, transfer hydrogenation, and C–H activation reactions.
- Chemical Formula
- C55H47OP3Ru
- Common Abbreviation
- RuH2(CO)(PPh3)3
- SKU / Product Code
- C118508
- Metal Oxidation State
- Ruthenium(II), d6 18-electron complex
- Primary Application
- Precatalyst for hydrogenation, transfer hydrogenation, and dehydrogenation reactions
- Storage Recommendation
- Store under inert atmosphere (N2 or Ar), cool and dry, away from light
What Is Carbonyldihydridotris(triphenylphosphine)ruthenium(II)?
Carbonyldihydridotris(triphenylphosphine)ruthenium(II), commonly abbreviated as RuH2(CO)(PPh3)3, is an 18-electron d6 ruthenium(II) complex bearing two hydride ligands, one carbonyl ligand, and three triphenylphosphine (PPh3) ligands. Its well-defined coordination geometry and air-stability relative to many ruthenium precursors make it a popular entry point for the generation of highly reactive, coordinatively unsaturated ruthenium species in situ.
The complex is a pale yellow to yellow crystalline solid that is soluble in common organic solvents such as dichloromethane, chloroform, toluene, and THF. Its distinctive IR carbonyl stretching frequency and 31P NMR chemical shifts serve as convenient characterization handles in the laboratory.
Key Applications in Catalysis and Synthesis
RuH2(CO)(PPh3)3 serves as a versatile precatalyst across several important synthetic transformations:
- Hydrogenation: The complex can activate molecular hydrogen and reduce olefins, ketones, and other unsaturated substrates under relatively mild conditions.
- Transfer Hydrogenation: Using hydrogen-donor solvents such as isopropanol (with a base co-catalyst), it mediates the reduction of carbonyl compounds without requiring pressurized H2.
- Dehydrogenation and Acceptorless Dehydrogenation: It has been employed in catalytic dehydrogenation of alcohols and related substrates, an area of growing interest for sustainable chemistry and hydrogen storage applications.
- C–H Activation and Functionalization: The complex participates in stoichiometric and catalytic C–H bond activation processes, enabling selective functionalization of organic frameworks.
- Isomerization: It can catalyze the isomerization of alkenes, providing access to thermodynamically or kinetically favored isomers.
Handling, Storage, and Safety Considerations
Although RuH2(CO)(PPh3)3 is more air-stable than many reactive organometallic complexes, best practices for handling include:
- Inert atmosphere: Weigh and handle the solid in a nitrogen- or argon-filled glovebox or under a Schlenk line to preserve catalytic activity and prevent slow oxidative degradation.
- Storage: Store tightly sealed under inert gas at room temperature or slightly below, in a cool, dry location away from direct light. Refrigeration may extend shelf life.
- Solvent choice: Use freshly dried and degassed solvents when preparing catalyst solutions to avoid deactivation by moisture or dissolved oxygen.
- Personal protective equipment: Wear appropriate gloves, lab coat, and eye protection. Ruthenium compounds and triphenylphosphine both warrant standard chemical hygiene precautions; consult the Safety Data Sheet (SDS) for C118508 before use.
- Waste disposal: Dispose of ruthenium-containing waste in accordance with local hazardous-metal waste regulations.
Characterization and Quality Verification
Researchers can confirm the identity and purity of RuH2(CO)(PPh3)3 using several standard analytical techniques:
- IR Spectroscopy: A strong ν(CO) band in the region of approximately 1900–1920 cm−1 is characteristic of the terminal carbonyl in this complex. Ru–H stretching bands appear in the 1900–2100 cm−1 region and may overlap with ν(CO).
- 31P{1H} NMR: Provides a clear signature for the phosphine ligands; two distinct phosphorus environments are expected due to the inequivalent axial and equatorial PPh3 groups in the octahedral coordination sphere.
- 1H NMR: Hydride signals appear as distinctive high-field resonances (typically δ −5 to −15 ppm), confirming the presence and number of Ru–H bonds.
- Elemental Analysis: C, H, P elemental analysis values should match those calculated for C55H47OP3Ru.
If in-house characterization is not feasible, Aladdin Scientific's certificate of analysis (CoA) for C118508 provides key purity and identity data for each lot.
Ordering and Availability from Aladdin Scientific
Carbonyldihydridotris(triphenylphosphine)ruthenium(II) is available from Aladdin Scientific under SKU C118508. When placing an order, consider the following:
- Quantity: Select the pack size that best matches your projected usage within the recommended shelf life to maintain optimal purity.
- Certificates: A certificate of analysis (CoA) is available for each lot; contact Aladdin Scientific customer service or download directly from the product page.
- Shipping: The compound should be shipped under standard conditions appropriate for organometallic solids; confirm packaging details with your regional Aladdin Scientific representative.
- Custom quantities or bulk orders: For large-scale or recurring needs, contact Aladdin Scientific sales for pricing and lead-time information.
Frequently asked questions
What is the molecular formula and molecular weight of Carbonyldihydridotris(triphenylphosphine)ruthenium(II)?
The molecular formula of Carbonyldihydridotris(triphenylphosphine)ruthenium(II) is C55H47OP3Ru. The molecular weight should be confirmed from the certificate of analysis or a reliable chemical database, as precise values are subject to verification.
How should I activate RuH2(CO)(PPh3)3 for catalytic reactions?
RuH2(CO)(PPh3)3 is typically used as a precatalyst that generates a coordinatively unsaturated 16-electron species in situ upon dissociation of one PPh3 ligand under thermal conditions or in the presence of suitable substrates. Heating in a degassed solvent (e.g., toluene or THF) or addition of a phosphine scavenger can facilitate activation. The exact activation protocol depends on the target transformation and should be optimized for each application.
Is Carbonyldihydridotris(triphenylphosphine)ruthenium(II) air-sensitive, and how should I store it?
RuH2(CO)(PPh3)3 is moderately air-stable as a solid compared to many reactive organometallic compounds, but prolonged exposure to air and moisture can lead to gradual decomposition and loss of catalytic activity. For long-term storage, keep the compound in a tightly sealed container under an inert atmosphere (N2 or Ar) in a cool, dry, and dark location. For highest performance, handle in a glovebox or under Schlenk conditions when precision is required.
What solvents are compatible with RuH2(CO)(PPh3)3?
RuH2(CO)(PPh3)3 is soluble in a range of common organic solvents including dichloromethane, chloroform, toluene, benzene, and THF. It has limited solubility in non-polar solvents such as hexane and pentane. All solvents should be dried and degassed prior to use to prevent catalyst deactivation by water or oxygen.
How can I verify the purity of the Carbonyldihydridotris(triphenylphosphine)ruthenium(II) I received?
You can verify purity using 31P{1H} NMR (checking for expected phosphorus resonances), 1H NMR (hydride signals at high field), and IR spectroscopy (characteristic ν(CO) band near 1900–1920 cm−1). Elemental analysis for C, H, and P can also be used for quantitative purity assessment. Additionally, Aladdin Scientific provides a certificate of analysis (CoA) for each lot of C118508, which includes key characterization data.
References
- Hallman, P. S.; McGarvey, B. R.; Wilkinson, G. The preparation and reactions of hydrido-carbonyl- and carbonyl-tris(triphenylphosphine)ruthenium(II) compounds. Journal of the Chemical Society A, 1968.
- Demmans, K. Z.; Oluyadi, O. O.; Morris, R. H. Ruthenium-catalyzed transfer hydrogenation of ketones. Inorganic Chemistry, 2018.
- Noyori, R.; Ohkuma, T. Asymmetric catalysis by architectural and functional molecular engineering: practical chemo- and stereoselective hydrogenation of ketones. Angewandte Chemie International Edition, 2001, 40, 40–73.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
危险品化学品经营许可证(带存储)