1429762-75-3

Usage

Uses

Used in Organic Synthesis:
(E)-4-(methoxylcarbonyl)styryl diphenylphosphine oxide is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows it to be a valuable building block for creating complex molecules with specific properties.
Used in Organic Light Emitting Devices (OLEDs):
In the Electronics Industry, (E)-4-(methoxylcarbonyl)styryl diphenylphosphine oxide is used as a component in the development of organic light emitting devices due to its electronic and optical characteristics. Its potential to enhance the performance and efficiency of OLEDs makes it a promising material for this application.
Used as a Ligand in Organometallic Chemistry:
(E)-4-(methoxylcarbonyl)styryl diphenylphosphine oxide is utilized as a ligand in organometallic chemistry. The presence of the phosphine oxide group endows it with the ability to form stable complexes with metal centers, which is crucial for various catalytic processes.
Used in Catalysis:
In the Chemical Industry, (E)-4-(methoxylcarbonyl)styryl diphenylphosphine oxide serves as a catalyst or a catalyst component in various chemical reactions. Its ability to participate in organometallic complexes makes it a candidate for facilitating a range of transformations.
Used in Drug Synthesis:
(E)-4-(methoxylcarbonyl)styryl diphenylphosphine oxide is used as a building block or a functional group in drug synthesis. The methoxylcarbonyl group can be a key component in the development of pharmaceuticals, potentially modifying the properties of other molecules to enhance their therapeutic effects.
Overall, (E)-4-(methoxylcarbonyl)styryl diphenylphosphine oxide has a broad spectrum of potential applications across the chemical, pharmaceutical, and electronics industries, making it a compound of significant interest for further research and development.

Upstream product

• 115665-79-7 (E)-4-(β-bromovinyl)benzoic acid methyl ester 
• 4559-70-0 Diphenylphosphine oxide 
• 100-58-3 phenylmagnesium bromide 
• 3034-86-4 4-ethynylbenzoic acid methyl ester 
• 1571-08-0 methyl 4-formylbenzoate 
• 117390-07-5 (E)-4-(methoxycarbonyl)cinnamic acid 

Relevant academic research and scientific papers

Cobaloxime Catalysis: selective synthesis of alkenylphosphine oxides under visible light

Direct activation of H-phosphine oxide to react with an unsaturated carbon-carbon bond is a straightforward approach for accessing alkenylphosphine oxides, which shows significant applications in both synthetic and material fields. However, expensive metals and strong oxidants are typically required to realize the transformation. Here, we demonstrate the utility of earth-abundant cobaloxime to convert H-phosphine oxide into its reactive radical species under visible light irradiation. The radical species thus generated can be utilized to functionalize alkenes and alkynes without any external photosensitizer and oxidant. The coupling with terminal alkene generates E-alkenylphosphine oxide with excellent chemo- A nd stereoselectivity. The reaction with terminal alkyne yields linear E-alkenylphosphine oxide via neutral radical addition, while addition with internal ones generates cyclic benzophosphine oxides and hydrogen. Mechanistic studies on radical trapping experiments, electron spin resonance studies, and spectroscopic measurements confirm the formation of phosphinoyl radical and cobalt intermediates that are from capturing the electron and proton eliminated from H-phosphine oxide. The highlight of our mechanistic investigation is the dual role played by cobaloxime, viz., both as the visible light absorber to activate the P(O)-H bond as well as a hydrogen transfer agent to influence the reaction pathway. This synergetic feature of the cobaloxime catalyst preforming multiple functions under ambient condition provides a convergent synthetic approach to vinylphosphine oxides directly from H-phosphine oxides and alkenes (or alkynes).

Cobaloxime Catalysis: Selective Synthesis of Alkenylphosphine Oxides under Visible Light

Direct activation of H-phosphine oxide to react with an unsaturated carbon-carbon bond is a straightforward approach for accessing alkenylphosphine oxides, which shows significant applications in both synthetic and material fields. However, expensive metals and strong oxidants are typically required to realize the transformation. Here, we demonstrate the utility of earth-abundant cobaloxime to convert H-phosphine oxide into its reactive radical species under visible light irradiation. The radical species thus generated can be utilized to functionalize alkenes and alkynes without any external photosensitizer and oxidant. The coupling with terminal alkene generates E-alkenylphosphine oxide with excellent chemo- and stereoselectivity. The reaction with terminal alkyne yields linear E-alkenylphosphine oxide via neutral radical addition, while addition with internal ones generates cyclic benzophosphine oxides and hydrogen. Mechanistic studies on radical trapping experiments, electron spin resonance studies, and spectroscopic measurements confirm the formation of phosphinoyl radical and cobalt intermediates that are from capturing the electron and proton eliminated from H-phosphine oxide. The highlight of our mechanistic investigation is the dual role played by cobaloxime, viz., both as the visible light absorber to activate the P(O)-H bond as well as a hydrogen transfer agent to influence the reaction pathway. This synergetic feature of the cobaloxime catalyst preforming multiple functions under ambient condition provides a convergent synthetic approach to vinylphosphine oxides directly from H-phosphine oxides and alkenes (or alkynes).

Transition-metal-free C-P bond formation via decarboxylative phosphorylation of cinnamic acids with P(O)H compounds

A novel, transition-metal-free phosphorylation of cinnamic acids with P(O)H compounds has been developed via radical-promoted decarboxylation under mild conditions. This method provides simple, efficient, and versatile access to valuable (E)-alkenylphosphine oxides in satisfactory yields with a wide variety of substrates.

Cobalt catalysed, copper assisted C(sp2)-P cross coupling

An efficient protocol for the cross coupling of styrenyl/aryl halides and H-phosphinate has been developed using a unique Co/Cu catalytic system in the absence of any additional ligand for the first time. A library of diversely functionalised styrenyl/ary