221462-97-1

Basic information

• Product Name: (R,R)-2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE
• Synonyms: 4,5-DIPHENYLPHOSPHINO-2,7-DI-TERT-BUTYL-9,9-DIMETHYLXANTHENE;(R,R)-2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE;(S,S)-2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE;2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE;4,5-Bis(diphenylphosphino)-2,7-di-tert-butyl-9,9-dimethylxanthene
• CAS NO: 221462-97-1
• Molecular Formula: C₄₇H₄₈OP₂
• Molecular Weight: 566.69
• Mol File: 221462-97-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R,R)-2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE(221462-97-1)
• EPA Substance Registry System: (R,R)-2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE(221462-97-1)

Safety Data

• Hazardous Substances Data: 221462-97-1(Hazardous Substances Data)

Usage

Uses

Used in Coordination Chemistry:
(R,R)-2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE is used as a chiral diphosphine ligand for the formation of complex metal complexes with high catalytic activity. Its unique structure allows for the creation of metal complexes that are essential in various chemical reactions and processes.
Used in Homogeneous Catalysis:
In the field of homogeneous catalysis, (R,R)-2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE is used as a ligand to enhance the efficiency and selectivity of catalytic reactions. Its ability to facilitate asymmetric transformations makes it a valuable asset in the synthesis of enantiomerically pure compounds, which are crucial in the pharmaceutical and agrochemical industries.
Used in Asymmetric Organic Synthesis:
(R,R)-2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE is used as a chiral ligand in asymmetric organic synthesis to promote the formation of specific enantiomers of a compound. This is particularly important in the development of pharmaceuticals, where the desired biological activity is often associated with a single enantiomer.
Used in Chemical Process Development:
In the development of new and efficient chemical reactions and processes, (R,R)-2,7-DI-TERT-BUTYL-9,9-DIMETHYL-4,5-BIS(METHYLPHENYLPHOSPHINO)XANTHENE is used as a key component to improve the overall performance and yield of the process. Its unique properties contribute to the advancement of chemical synthesis and the creation of novel compounds with potential applications in various industries.

Upstream product

• 130525-43-8 4,5-dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 251941-36-3 (2,7-di-tert-butyl-9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene)Rh(CO)2H 
• 1333-74-0 hydrogen 
• 874746-78-8 [PdCl₂(4,7-di-tert-butylXantphos)] 

Relevant articles and documents

Allyl acetate hydroformylation process

A process for the production of 4-acetoxybutyraldehyde is described. The process comprises reacting allyl acetate with a mixture of carbon monoxide and hydrogen in the presence of a solvent and a catalyst comprising a rhodium complex and a diphosphine. The diphoshine is a substituted or unsubstituted 2,2′-bis(dihydrocarbylphosphino)diphenyl ether. The process gives a high ratio of 4-acetoxybutyraldehyde:3-acetoxy-2-methylpropionaldehyde.

Direct measurement of the thermodynamics of vinylarene hydroamination

The thermodynamics for intermolecular hydroamination of vinylarenes with arylamines have been measured directly by conducting the addition processes, as well as cleavage of the addition products, under conditions in which amine, vinylarene, and phenethylamine are all present. The reaction of N-methylaniline with styrene is exothermic by about 10 kcal/mol but nearly thermoneutral in free energy. The free energies for additions of various primary arylamines to styrene and for additions of primary arylamines to indene, dihydronaphthalene, and two vinylarenes range from 1.3 to -3.5 kcal/mol (K = 0.16-155 M-1). The steric properties of the nucleophile significantly influenced the equilibrium constant for addition, but the electronic properties of the nucleophile had a minor effect on this equilibrium constant. These measurements have led to the first successful intermolecular addition of aniline to indene and 1,2-dihydronaphthalene and shed light on factors requiring consideration when choosing substrates and reaction conditions for this transformation. Copyright

Valeraldehyde and process for its preparation

Bidentate phosphine ligands of the formula wherein the substituents are as defined in the specification and a process for preparing linear aldehydes by hydroformylating internal olefins using such phosphine ligands.

Hydroformylation of internal olefins to linear aldehydes with novel rhodium catalysts

Unprecedented high activities and selectivities were observed in the hydroformylation of internal octenes to linear products using rhodium catalysts with rigid diphosphane ligands. Dibenzophosphole 1 and a phenoxaphosphane analogue with bite angles of 120 and 119°, respectively, are suited for this.