7608-18-6

Usage

Uses

Used in Coordination Chemistry:
Phosphine oxide, diphenyl(phenylethynyl)is utilized as a ligand in coordination chemistry, where it plays a crucial role in the formation and stabilization of metal complexes. Its unique structure allows for specific interactions with metal ions, enhancing the stability and reactivity of the resulting complexes.
Used in Organic Synthesis:
In organic synthesis, Phosphine oxide, diphenyl(phenylethynyl)serves as a valuable reagent or intermediate. Its presence can facilitate various chemical reactions, such as cross-coupling or cyclization, leading to the formation of complex organic molecules with potential applications in pharmaceuticals, materials science, and other fields.
Used as a Photoinitiator in Polymerization Reactions:
Phosphine oxide, diphenyl(phenylethynyl)can act as a photoinitiator, enabling the initiation of polymerization reactions upon exposure to light. This property is particularly useful in the production of polymers with specific properties, such as those used in coatings, adhesives, and other materials with tailored characteristics.
Used in Materials Science:
The unique structure and properties of Phosphine oxide, diphenyl(phenylethynyl)make it a promising candidate for applications in materials science. Its ability to form stable complexes and participate in various chemical reactions can contribute to the development of new materials with improved properties, such as enhanced stability, reactivity, or specific functionalities.
Used in Pharmaceutical Research:
Phosphine oxide, diphenyl(phenylethynyl)may have potential applications in pharmaceutical research, where its unique chemical properties can be harnessed to develop new drugs or improve the synthesis of existing ones. Its role as a ligand in coordination chemistry and its participation in organic synthesis can facilitate the discovery and development of novel pharmaceutical compounds with improved efficacy and selectivity.

Upstream product

• 4559-70-0 Diphenylphosphine oxide 
• 637-44-5 phenylpropyolic acid 
• 768-60-5 4-methoxyphenylacetylen 
• 65988-98-9 (Acetoxy)diphenylphosphane 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 1079-66-9 chloro-diphenylphosphine 
• 18872-86-1 diphenylphosphine oxide 
• 24378-05-0 methyl phenylethynyl sulfone 
• 28995-88-2 1-methyl-4-((phenylethynyl)sulfonyl)benzene 
• 536-74-3 phenylacetylene 
• 554-70-1 triethylphosphine 
• 13146-23-1 copper(I) phenylacetylenide 
• 719-80-2 Ethyl diphenylphosphinite 
• 7436-90-0 2,2-dibromostyrene 

Downstream Products

• 130582-95-5 2-(Diphenyl-phosphinoyl)-3,4,6-triphenyl-phosphinine 
• 463965-51-7 C₂₆H₂₁OPTe 
• 1138349-19-5 C₃₈H₃₀BrNOP₂ 
• 1138349-25-3 (E)-P,P-diphenyl-P-[2-phenyl-1-(4-methoxyphenylthio)]ethenylphosphane oxide 
• 1138349-22-0 (Z)-P,P-diphenyl-P-[2-phenyl-1-(4-methoxyphenylthio)]ethenylphosphane oxide 
• 1138349-16-2 (E)-P,P-diphenyl-P-[2-phenyl-2-(4-methoxyphenylthio)]ethenylphosphane oxide 
• 1138349-15-1 (Z)-P,P-diphenyl-P-[2-phenyl-2-(4-methoxyphenylthio)]ethenylphosphane oxide 
• 1245124-42-8 11-(diphenylphosphinoyl)-12-phenyl-9,10-dihydro-9,10-ethenoanthracene 
• 119455-73-1 {cis-Pt{OP(C₆H₅)2-(E)-C=C(Ph)(H)}{PEt₃}2}{SbF₆} 
• 184155-13-3 1,1-diphenyl-3-{[2-(2-methylphenyl)ethynyl]-1-cyclopentenyl}-1,2-propadiene 
• 184155-09-7 [2-(3,3-Diphenyl-propa-1,2-dienyl)-cyclopent-1-enylethynyl]-trimethyl-silane 
• 184155-12-2 1,1-diphenyl-3-[2-(phenylethynyl)-1-cyclopentenyl]-1,2-propadiene 
• 184155-10-0 1,1-diphenyl-3-[2-(1-hexynyl)-1-cyclopentenyl]-1,2-propadiene 
• 184155-11-1 1,1-diphenyl-3-[2-(3-methyl-3-buten-1-ynyl)-1-cyclopentenyl]-1,2-propadiene 

Relevant academic research and scientific papers

Mechanistic Studies on the Palladium-Catalyzed Cross Dehydrogenative Coupling of P(O)-H Compounds with Terminal Alkynes: Stereochemistry and Reactive Intermediates

The mechanism of the palladium-catalyzed cross dehydrogenative coupling of P(O)-H compounds with terminal alkynes was studied. Successive ligand-exchange reactions of Pd(OAc)2 with a hydrogen phosphoryl compound and a terminal alkyne take place

Copper-Catalyzed Vicinal Cyano-, Thiocyano-, and Chlorophosphorylation of Alkynes: A Phosphinoyl Radical-Initiated Approach for Difunctionalized Alkenes

A copper-catalyzed difunctional cyano-, thiocyano-, and chlorophosphorylation reaction of alkynes with P(O)-H compounds and coupling partners (TBACN, TMSNCS, TMSCl) is described. The reaction introduces versatile groups (-P(O)R2 and -CN, -SCN, or -Cl) to form tri- and tetrasubstituted alkenyl phosphine oxides/phosphonates regio- and stereoselectively.

Visible-Light-Promoted Formation of C—C and C—P Bonds Derived from Evolution of Bromoalkynes under Additive-Free Conditions: Synthesis of 1,1-Dibromo-1-en-3-ynes and Alkynylphosphine Oxides

The controllable achievement of C—C and C—P bond formations is developed via visible-light-promoted bromoalkyne dimerization or its further transformation with secondary phosphine oxides. The 1,1-dibromo-1-en-3-ynes are formed when bromoalkyne is exposed to visible-light. While alkynylphosphine oxides are generated when bromoalkynes are mixed with secondary phosphine oxides.

Additive-free coupling of bromoalkynes with secondary phosphine oxides to generate alkynylphosphine oxides in acetic anhydride

A coupling of bromoalkynes with secondary phosphine oxides was developed for the synthesis of alkynylphosphine oxides. This transformation was accomplished under additive-free conditions in acetic anhydride (Ac2O). The reaction could be carried out under mild conditions, and a wide range of secondary phosphine oxides were obtained in good yields.

TiO2/Cu2O nanoparticle-catalyzed direct C(sp)-P bond formation: Via aerobic oxidative coupling in air and visible light

The synthesis of organophosphorus compounds is one of the important goals in organic chemistry. Among these compounds, alkynylphosphonates are significantly utilized as the main precursors for the synthesis of biologically active molecules in medicinal chemistry and have attracted extensive interest in the past few decades. Although few efforts have been made towards the direct and atom-economical synthesis of alkynylphosphonates, efforts towards the utilization of visible light as a green and renewable energy source have not been made to date. Here, we have promoted a strategy to construct a type of nano metal oxide composite photocatalyst (Cu2O decorated on TiO2) for the synthesis of alkynylphosphonates via direct C-P bond formation between terminal alkyne and H-phosphonate under visible light irradiation. In this p-n heterojunction photocatalyst, Cu2O acted as a visible-light absorber; moreover, the CB (conduction band) of TiO2 was favorable for accepting a photogenerated electron, and the generated electron hole (e-/h+) pair could initiate the reaction. The present study can provide a new way for the synthesis of this important class of phosphorus organic compounds.

Azobisisobutyronitrile-Initiated Oxidative C-H Functionalization of Simple Alcohols with Diaryl(arylethynyl)phosphine Oxides: A Metal-Free Approach toward Hydroxymethyl Benzo[ b]phosphole Oxides and 6 H-Indeno[2,1- b]phosphindole 5-Oxide Derivatives

The first metal-free and facile radical addition/cyclization of simple alcohols with diaryl(arylethynyl)phosphine oxides has been described with azobisisobutyronitrile as a radical initiator, affording an efficient and one-pot procedure to access a new cl

Selective P?C(sp3) Bond Cleavage and Radical Alkynylation of α-Phosphorus Alcohols by Photoredox Catalysis

Herein the first P?C(sp3) bond cleavage and radical alkynylation of α-phosphorus alcohols to construct phosphonoalkynes is reported. The phosphorus radical is generated upon P?C bond cleavage reaction via the alkoxyl radical through photoredox catalysis with cyclic iodine(III) reagents. Various arylphosphinoyl-, alkylphosphinoyl-, phosphonate-, and phosphonic amide alcohols serve as radical phosphorus precursors to construct phosphonoalkynes for the first time.

Asymmetric Covalent Triazine Framework for Enhanced Visible-Light Photoredox Catalysis via Energy Transfer Cascade

Complex multiple-component semiconductor photocatalysts can be constructed that display enhanced catalytic efficiency via multiple charge and energy transfer, mimicking photosystems in nature. In contrast, the efficiency of single-component semiconductor photocatalysts is usually limited due to the fast recombination of the photogenerated excitons. Here, we report the design of an asymmetric covalent triazine framework as an efficient organic single-component semiconductor photocatalyst. Four different molecular donor–acceptor domains are obtained within the network, leading to enhanced photogenerated charge separation via an intramolecular energy transfer cascade. The photocatalytic efficiency of the asymmetric covalent triazine framework is superior to that of its symmetric counterparts; this was demonstrated by the visible-light-driven formation of benzophosphole oxides from diphenylphosphine oxide and diphenylacetylene.

Catalyst- and Oxidant-Free Desulfonative C?P Couplings for the Synthesis of Phosphine Oxides and Phosphonates

An efficient and practical approach towards phosphine oxides and phosphonates has been successfully developed through the desulfonative coupling of various sulfones with secondary phosphine oxides and phosphites. This protocol features simple experimental

Silver-Free Direct Synthesis of Alkynylphosphine Oxides via spC-H/P(O)-H Dehydrogenative Coupling Catalyzed by Palladium

A silver-free palladium-catalyzed dehydrogenative phosphorylation of terminal alkynes with hydrogen phosphine oxides has been developed. Both aromatic and aliphatic terminal alkynes including those bearing functional groups coupled readily with hydrogen phosphine oxides, producing the corresponding value-added alkynylphosphine oxides in good to excellent yields. This reaction could be easily conducted at gram scales (10 mmol) without any decrease of the reaction efficiency, showing highly potential synthetic value in organic synthesis. A plausible Pd(0)/Pd(II) mechanism is proposed.