28358-65-8

Usage

Uses

Used in Organic Synthesis:
1-(1-Phenyl-vinyl)-naphthalene is used as a precursor in the synthesis of organic molecules for various applications. Its versatile structure allows for the creation of a wide range of compounds, making it a valuable component in chemical research and development.
Used in Biological Studies:
As a fluorescent probe, 1-(1-Phenyl-vinyl)-naphthalene is utilized in biological studies to investigate cellular processes and interactions. Its fluorescence properties enable researchers to track and visualize specific biological events, contributing to a better understanding of cellular mechanisms.
Used in Organic Electronic Devices:
1-(1-Phenyl-vinyl)-naphthalene is studied for its potential use in organic electronic devices such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells. Its electronic properties make it a promising candidate for improving the performance and efficiency of these devices.
Used in Environmental and Health Research:
The potential health effects and environmental impact of 1-(1-Phenyl-vinyl)-naphthalene are being investigated to assess its safety and sustainability. Understanding its behavior in the environment and its potential effects on human health is crucial for responsible use and handling of this chemical compound.

InChI:InChI=1/C18H14/c1-14(15-8-3-2-4-9-15)17-13-7-11-16-10-5-6-12-18(16)17/h2-13H,1H2

Upstream product

• 917-64-6 methyl magnesium iodide 
• 642-29-5 1-benzoylnaphthalene 
• 98-86-2 acetophenone 
• 703-55-9 1-naphthylmagnesiumbromide 
• 100-42-5 styrene 
• 90-14-2 1-Iodonaphthalene 
• 155857-33-3 1--1-phenylethene 
• 98-81-7 1-bromovinylbenzene 
• 13922-41-3 1-Naphthylboronic acid 
• 90-11-9 1-Bromonaphthalene 
• 107366-89-2 α-methyl-α-phenyl-naphthalenemethanol 
• 941-98-0 1'-naphthacetophenone 
• 591-51-5 phenyllithium 
• 98-80-6 phenylboronic acid 

Downstream Products

• 56947-10-5 (Z)-2-Naphthalen-1-yl-2-phenyl-ethenesulfonic acid amide 
• 4044-56-8 1-phenylacenaphthylene 
• 642-29-5 1-benzoylnaphthalene 
• 7381-78-4 1-phenyl-1-(α-naphthyl)ethane 

Relevant academic research and scientific papers

B(C6F5)3-Catalyzed Hydroarylation of Aryl Alkynes for the Synthesis of 1,1-Diaryl and Triaryl Substituted Alkenes

A new strategy for the synthesis of 1,1-diaryl and triarylsubstituted alkenes has been developed utilizing B(C6F5)3-catalyzed hydroarylation of alkynes with phenols. The method provides a direct route to ortho-alkenylated phenols with both terminal and internal alkynes. The reactions show excellent regioselectivity, and good stereoselectivity was observed for the hydroarylation of internal alkynes. Computational and experimental studies suggest that for the reaction of internal alkynes and phenols, an acid-catalyzed isomerization mechanism involving two tertiary carbonium ion intermediates is responsible for the formation of Z-triaryl substituted alkenes.

Deaminative carbonylative coupling of alkylamines with styrenes under transition-metal-free conditions

A transition-metal-free deaminative carbonylation of alkylamines with styrenes has been developed. The reaction shows good functional group compatibility and various α,β-unsaturated ketones were obtained in moderate to good yields. The alkyl radical generated from Katritzky salts via base-promoted C-N bond cleavage is one of the key intermediates in this reaction. This journal is

Synthesis of Trifluoromethylated Tetrasubstituted Allenes via Palladium-Catalyzed Carbene Transfer Reaction

Herein, we report on the palladium-catalyzed synthesis of trifluoromethylated, tetrasubstituted allenes from vinyl bromides and trifluoromethylated diazoalkanes in good to excellent yield. This reaction proceeds via oxidative addition of a Pd(0) complex w

Synergistic combination of visible-light photo-catalytic electron and energy transfer facilitating multicomponent synthesis of β-functionalized α,α-diarylethylamines

A synthetic strategy with the visible-light photo-catalytic synergistic combination of electron and energy transfer processes has been developed. The mild reaction conditions allow the radical-radical cross-coupling phenomenon for the multicomponent synthesis of β-arylsulfonyl(diarylphosphinoyl)-α,α-diarylethyl-amines from readily available arylsulfinic acids (diarylphosphine oxides), 1,1-diarylethylenes and arylazides.

Reactivity of Carbenes in Aqueous Nanomicelles Containing Palladium Nanoparticles

Palladium nanoparticles ligated with inexpensive triphenylphosphine and amphiphile PS-750-M are suitable for exploring the reactivity of carbenes in aqueous nanomicelles. Nanocatalyst is highly selective for metal-carbene migratory insertion, and micelle

Dehydrative Cross-Coupling of 1-Phenylethanol Catalysed by Palladium Nanoparticles Formed in situ under Acidic Conditions

A dehydrative cross-coupling of 1-phenylethanol catalysed by sugar derived, in situ formed palladium(0) nanoparticles under acidic conditions is realised. The acidic conditions allow for use of alcohols as a feedstock in metal-mediated coupling reactions via their in situ dehydration and subsequent cross-coupling. Extensive analysis of the size and morphology of the palladium nanoparticles formed in situ showed that the zero-valent metal was surrounded by hydrophilic hydroxyl groups. EDX-TEM imaging studies using a prototype silicon drift detector provided insight into the problematic role of molecular oxygen in the system. This increased understanding of the catalyst deactivation allowed for the development of the cross-coupling methodology. A 250-12,000 fold increase in molar efficiency was observed when compared to related two-step protocols that use alternative feedstocks for the palladium-mediated synthesis of stilbenes. This work opens up a new research area in which the active catalyst is formed, stabilised and regenerated by a renewable sugar.

Mn(OAc)3-Mediated Synthesis of 3-Phosphonyldihydrofurans from β-Ketophosphonates and Alkenes

A new, general method for the synthesis of 3-phosphonyldihydrofuran derivatives has been achieved through Mn(OAc)3-mediated radical cyclization between β-ketophosphonates and alkenes. This transformation allows the direct formation of C-C/C-O bonds and the construction of a dihydrofuran ring in one reaction with operational simplicity and excellent functional-group compatibility.

Nickel-Catalyzed Direct Synthesis of Aryl Olefins from Ketones and Organoboron Reagents under Neutral Conditions

Nickel-catalyzed addition of arylboron reagents to ketones results in aryl olefins directly. The neutral condition allows acidic protons of alcohols, phenols, and malonates to be present, and fragile structures are also tolerated.

High-enantioselectivity 1,1-diarylboroalkanes and preparation method thereof

The invention provides high-enantioselectivity 1,1-diarylboroalkanes and a preparation method thereof, belonging to the technical field of organic synthetic chemistry. The structural general formula of the compounds is disclosed as Formula I. The invention also provides a preparation method of the high-enantioselectivity 1,1-diarylboroalkanes. The method comprises the following steps: carrying out reaction on a copper salt and an alkali under the catalytic action of an alkali to generate a tert-butyl oxy copper intermediate, and reacting with pinacol biborate to generate a copper-boron material, inserting C-C double bonds, and obtaining the hydrogen bononization products under the action of alcohol. The 1,1-diarylboroalkanes have high enantioselectivity; and the high performance liquid chromatography experiment proves that the ee value can reach 90% or above.

Traceless directing group mediated branched selective alkenylation of unbiased arenes

Owing to the synthetic importance of branched olefinated products, we report palladium catalyzed formation of branched olefins facilitated by a C-H activation based protocol. This involves selective insertion of olefins and subsequent decarboxylation using a completely unbiased benzene ring as the starting precursor. The significance of the protocol has been further highlighted by exhibition of functionality tolerance along with a late-stage modification of the branched olefinated products leading to the formation of other functionalized molecules.