Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II)
[CAS# 944450-48-0]

Identification

• Classification: Organic raw materials >> Organometallic compound >> Organic ruthenium
• Name: Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II)
• Synonyms: (R)-Ru(OAc)2(SEGPHOS)
• Molecular Formula: C₄₂H₃₄O₈P₂Ru
• Molecular Weight: 829.74
• CAS Registry Number: 944450-48-0
• SMILES: CC(=O)[O-].CC(=O)[O-].C1OC2=C(O1)C(=C(C=C2)[PH+](C3=CC=CC=C3)C4=CC=CC=C4)C5=C(C=CC6=C5OCO6)[PH+](C7=CC=CC=C7)C8=CC=CC=C8.[Ru+2]

Properties

• Melting point: 100 ºC (decomp.)

Safety Data

• Hazard Symbols: GHS07;GHS08 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P305+P351+P338

Discovory and Applicatios

Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) is a notable complex in the field of organometallic chemistry, primarily recognized for its role as a catalyst in various chemical transformations. This compound combines the versatile ruthenium metal center with a chiral phosphine ligand, resulting in a structure that is both functionally significant and of considerable interest for its catalytic properties.

The synthesis of Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) involves the coordination of the chiral phosphine ligand (R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole with a ruthenium(II) center. This ligand is known for its ability to induce chirality and stabilize metal centers, which contributes to the overall stability and reactivity of the ruthenium complex. The synthesis generally starts with the preparation of the ligand, which is then reacted with a ruthenium precursor to form the final complex.

The applications of Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) are primarily found in the field of asymmetric catalysis. The chiral nature of the ligand plays a crucial role in enabling the complex to catalyze enantioselective reactions, which are important for the synthesis of chiral molecules in pharmaceutical and fine chemical industries. Asymmetric hydrogenation, for instance, is a key reaction where this complex is employed to achieve high levels of enantioselectivity in the reduction of prochiral substrates.

In addition to asymmetric hydrogenation, this complex is used in various other catalytic processes, including transfer hydrogenation and olefin metathesis. The presence of the acetoato ligands and the chiral phosphine environment around the ruthenium center contributes to the efficiency and selectivity of these reactions. This makes the complex valuable for creating chiral compounds that are critical in the production of drugs and other bioactive molecules.

Furthermore, Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) has been studied for its potential applications in materials science. The ability of the complex to stabilize different oxidation states of ruthenium allows it to participate in various redox processes, which can be harnessed for developing new materials with unique electronic and optical properties. This aspect of the complex makes it an interesting candidate for research in areas such as electronic materials and catalysts for energy-related applications.

The continued study of Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) aims to further understand its catalytic mechanisms and explore new applications. Researchers are investigating how modifications to the ligand and metal center can enhance its performance in catalysis and expand its utility in other fields.

In summary, Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) is a significant compound in organometallic chemistry, known for its role in asymmetric catalysis and potential applications in materials science. The combination of a chiral phosphine ligand with a ruthenium center provides a versatile platform for various chemical transformations, highlighting its importance in both industrial and research settings.