6057-79-0

Usage

Uses

Used in Organometallic Chemistry and Catalysis:
Phosphine oxide, (1,1-dimethylethyl)phenylis used as a ligand for stabilizing metal complexes, enhancing the efficiency and selectivity of various catalytic reactions.
Used in Materials Science:
In the field of materials science, triisobutylphenylphosphine oxide is utilized in the development of semiconductor materials, contributing to the advancement of electronic and optoelectronic devices.
Used in Metal Ion Extraction and Separation:
Phosphine oxide, (1,1-dimethylethyl)phenylis employed in the extraction and separation of metal ions from aqueous solutions, offering a practical solution for environmental and industrial applications related to metal ion management.

Upstream product

• 18351-72-9 1,2-di-tert-butyl-1,2-diphenyldiphosphane 1,2-dioxide 
• 41308-87-6 tert-butylphenylphosphinic acid anhydride 
• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 507-20-0 tertiary butyl chloride 
• 172487-18-2 ethyl Phenylphosphinate 
• 594-19-4 tert.-butyl lithium 
• 13336-50-0 isopropyl phenylphosphinate 
• 143490-03-3 O-isopropyl phenylphosphinate 
• 677-22-5 tert-butylmagnesium chloride 
• 644-97-3 Dichlorophenylphosphine 
• 29949-69-7 tert-butylchlorophenylphosphane 
• 172823-06-2 (S_p)-O-(+)-menthyl-H-phosphinate 
• 31352-60-0 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl phenylphosphinate 
• 98976-30-8 tert-Butylphenylphosphine oxide 

Downstream Products

• 72170-79-7 1,2-di-t-butyl-1,2-diphenyldiphosphane monoxide 
• 6057-79-0 (S)-(-)-t-butyl(phenyl)phosphine oxide 
• 82945-11-7 (R_p)-t-butyl(phenyl)phosphine oxide 
• 133201-82-8 (2-butenyl)-tert-butyl-phenyl phosphine oxide 
• 4923-86-8 t-butyl(phenyl)phosphinic acid 
• 41308-87-6 tert-butylphenylphosphinic acid anhydride 

Relevant academic research and scientific papers

Method for simultaneously synthesizing phosphine chiral center second-level/third-level phosphine oxide compound under catalysis of palladium/chiral ligand

The invention discloses a method for simultaneously synthesizing phosphine chiral center second-level/third-level phosphine oxide compounds under catalysis of palladium/chiral ligands. The method comprises the following steps: in the presence of an organic solvent and an additive, carrying out kinetic resolution reaction on racemic secondary phosphine oxide as shown in a formula I and an alkylating reagent as shown in a formula II under the catalysis of a palladium catalyst/chiral ligand Xiao-Phos to obtain phosphine chiral center secondary phosphine oxide as shown in a formula III and a phosphine chiral center tertiary phosphine oxide compound as shown in a formula IV, wherein a reaction formula is shown as a formula (a). The raw materials are stable and easy to obtain, the method is simple, and the substrate application range is wide. According to the invention, an efficient route with atom economy is provided for kinetic resolution of racemic secondary phosphine oxide and preparation of a phosphine chiral center compound, the follow-up synthesis application of the two products with high optical activity is expanded, and the synthetic method provided by the invention has very high practical application value.

Enantioseparation of P-Stereogenic Secondary Phosphine Oxides and Their Stereospecific Transformation to Various Tertiary Phosphine Oxides and a Thiophosphinate

Secondary phosphine oxides incorporating various aryl and alkyl groups were synthesized in racemic form, and these products formed the library reported in this study. TADDOL derivatives were used to obtain the optical resolution of these P-stereogenic sec

Palladium/Xiao-Phos-Catalyzed Kinetic Resolution of sec-Phosphine Oxides by P-Benzylation

P-stereogenic tert- and sec-phosphines have wide applications in asymmetric catalysis, materials, and pharmaceutical chemistry, however, their practical synthesis still constitutes a significant challenge. Herein, a successful kinetic resolution of rac-se

Desymmetrization of Phosphinic Acids via Pd-Catalyzed Asymmetric Allylic Alkylation: Rapid Access to P-Chiral Phosphinates

The synthesis of P-chiral compounds is challenging, especially since useful catalytic methods for preparing such molecules are scarce. Herein we disclose a desymmetrization that employs phosphinic acids as prochiral nucleophiles in a Pd-catalyzed asymmetr

General and Stereoselective Method for the Synthesis of Sterically Congested and Structurally Diverse P-Stereogenic Secondary Phosphine Oxides

A general and efficient method for the synthesis of bulky and structurally diverse P-stereogenic chiral secondary phosphine oxides (SPOs) by using readily available chiral amino alcohol templates is described. These chiral SPOs could be used as chiral building blocks for the synthesis of difficult-to-access bulky P-stereogenic phosphine compounds or ligands for organic catalysis.

Iridium versus Iridium: Nanocluster and Monometallic Catalysts Carrying the Same Ligand Behave Differently

A specific secondary phosphine oxide (SPO) ligand (tert-butyl(phenyl)phosphine oxide) was employed to generate two iridium catalysts, an Ir–SPO complex and IrNPs (iridium nanoparticles) ligated with SPO ligands, which were compared mutually and with several supported iridium catalysts with the aim to establish the differences in their catalytic properties. The Ir–SPO-based catalysts showed totally different activities and selectivities in the hydrogenation of various substituted aldehydes, in which H2is likely cleaved by a metal–ligand cooperation, that is, the SPO ligand and a neighboring metal centre operate in tandem to activate the hydrogen molecule. In addition, the supported IrNPs behave very differently from both Ir–SPO catalysts. This study exemplifies perfectly the advantages and disadvantages related to the use of the main types of catalysts, and thus the dissimilarities between them.

Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines

Catalytic synthesis of nonracemic P-chiral phosphine derivatives remains a significant challenge. Here we report Cu-catalyzed enantioselective arylation of secondary phosphine oxides with diaryliodonium salts for the synthesis of tertiary phosphine oxides

Synthesis of P-stereogenic secondary phosphine oxides using α-d-glucosamine as a chiral precursor

Secondary phosphine oxides were synthesized using a two-step procedure: a basic hydrolysis of oxazaphospholidine SP-2 to form the secondary phosphinate RP-4, followed by the stereoselective nucleophilic attack of organometallic reagents to obtain the expected enantioenriched secondary phosphine oxides.

H-adamantylphosphinates as universal precursors of P-stereogenic compounds

A new family of H-adamantylphosphinates as universal precursors of P-stereogenic ligands was obtained in one step from commercial chlorophosphines. Both enantiomers of these air- and moisture-stable intermediates can easily be separated by semipreparative chiral HPLC on a gram scale and individually undergo stereoselective transformations to afford each enantiomer of a set of P-stereogenic compounds such as secondary phosphine oxides and boron-protected monophosphines.

Consecutive dynamic resolutions of phosphine oxides

A crystallization-induced asymmetric transformation (CIAT) involving a radical-mediated racemization provides access to enantiopure secondary phosphine oxides. A consecutive CIAT is used to prepare enantio- and diastereo-pure tert-butyl(hydroxyalkyl)phenylphosphine oxides.