2840-87-1

Usage

Uses

Used in Plastics and Polymers Industry:
1-(2-phenylethenyl)naphthalene is used as a key component in the production of plastics, resins, and synthetic rubbers. Its aromatic structure contributes to the development of these materials, enhancing their overall properties and performance.
Used in Perfumery and Fragrance Industry:
Due to its aromatic nature, 1-(2-phenylethenyl)naphthalene is utilized in the manufacturing of perfumes and fragrances, where it adds to the complexity and richness of the scents.
Used in Light Stabilization and UV Absorption:
1-(2-phenylethenyl)naphthalene serves as a light stabilizer and UV absorber in the plastics and polymers industry. It helps improve the weatherability of these materials and prevents degradation caused by exposure to sunlight, thereby extending the lifespan and maintaining the quality of the products.

Upstream product

• 169323-56-2 1-(α-naphthyl)-2-phenylethanol 
• 134-32-7 1-amino-naphthalene 
• 538-51-2 benzylidene phenylamine 
• 90-12-0 1-Methylnaphthalene 
• 100-42-5 styrene 
• 85-46-1 1-Naphthalenesulfonyl chloride 
• 13922-41-3 1-Naphthylboronic acid 
• 99747-74-7 1-naphthyl triflate 
• 66680-87-3 (E)-1-phenyl-(2-tributylstannyl)ethene 
• 100-52-7 benzaldehyde 
• 86-52-2 1-Chloromethylnaphthalene 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 66-77-3 1-naphthaldehyde 
• 588-72-7 [(E)-2-bromoethenyl]benzene 

Downstream Products

• 2840-88-2 (Z)-1-styrylnaphthalene 
• 2043-00-7 trans-1-Styrylnaphthalene radical anion 
• 2043-00-7 trans-1-Styrylnaphthalene radical cation 
• 85248-66-4 1-phenyl-2-(1-naphthyl)ethylene radical anion 
• 85248-65-3 1-phenyl-2-(1-naphthyl)ethylene radical cation 
• 211871-50-0 2-(naphthalen-1-yl)-1-phenylethan-1-amine 
• 90-12-0 1-Methylnaphthalene 
• 36707-32-1 1-(1-naphthyl)-2-phenylethane 
• 16216-09-4 2-(1-naphthyl)-1-phenylethanedione 
• 218-01-9 chrysene 

Relevant academic research and scientific papers

Pd Nanoparticles Stabilized on the Cross-Linked Melamine-Based SBA-15 as a Catalyst for the Mizoroki–Heck Reaction

Mesoporous SBA-15 silicate with a high surface area was prepared by a hydrothermal method, successively modified by organic melamine ligands and then used for deposition of Pd nanoparticles onto it. The synthesized materials were characterized with infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), nitrogen physisorption, scanning electron microscopy (SEM) coupled with energy dispersive X-ray analysis (EDX), transmission electron microscopy (TEM), nuclear magnetic resonance (NMR) and inductively coupled plasma (ICP-OES). The catalyst was effectively used in the Mizoroki–Heck coupling reaction of various reactants in the presence of an organic base giving the desired products in a short reaction time and with small catalysts loadings. The reaction parameters such as the base type, amounts of catalyst, solvents, and the temperature were optimized. The catalyst was easily recovered and reused at least seven times without significant activity losses. Graphic Abstract: [Figure not available: see fulltext.]

Heterobimetallic Pd/Mn and Pd/Co complexes as efficient and stereoselective catalysts for sequential Cu-free Sonogashira coupling–alkyne semi-hydrogenation reactions

A series of heterobimetallic PdII/MII complexes (MII = Mn, Co) were synthesised and tested as precatalysts for sequential Sonogashira coupling–alkyne semi-hydrogenation reactions to form Z-aryl alkenes. The carbometalated heterobimetallic PdII/CoII complex CoPdL3′ demonstrated an apparent cooperative effect compared to the corresponding monometallic counterparts. This compound was identified as a potent single-molecule catalyst for the one-pot Cu-free Sonogashira coupling of aryl bromides with terminal alkynes followed by chemo- and stereoselective semi-hydrogenation of the alkyne intermediate using NH3·BH3 as a hydrogen source. Furthermore, different aromatic substrates have been tested to show the generality of the reaction for the synthesis of Z-alkenes, including biologically active combretastatin A-4. In addition, the homogeneous nature of the catalytically active species was demonstrated.

Bimetallic nano alloy architecture on a special polymer: Ni or Cu merged with Pd for the promotion of the Mizoroki–Heck reaction and the Suzuki–Miyaura coupling

Abstract: Novel Ni-Pd and Cu-Pd bimetallic nano alloys was designed and heterogenized on the highly robust ABPBI [poly(2,5-benzimidazole)] polymer in high yields using NaBH4 as reducing agent. These were versatile ligand free catalysts for the Mizoroki–Heck reaction and Suzuki–Miyaura coupling. The bimetallic Ni-Pd-ABPBI catalyst for the Mizoroki–Heck reaction of 4-iodo anisole could be recycled 5 times with high yields. Aryl bromides could also be activated for the Mizoroki–Heck reaction using Cu-Pd-ABPBI NP catalysts, with moderate yields. Graphic abstract: Synopsis Novel bimetallic Ni-Pd and Cu-Pd nano alloys, heterogenized on the robust ABPBI [poly(2,5-benzimidazole)] polymer using NaBH4 as reducing agent, is described. These were versatile ligand free, noble metal conservative catalysts, for the Mizoroki–Heck reaction and the Suzuki–Miyaura coupling. Aryl bromides were activated for the Mizoroki–Heck reaction using the Cu-Pd-ABPBI catalyst.[Figure not available: see fulltext.]

Biogenic synthesis of Pd-nanoparticles using Areca Nut Husk Extract: a greener approach to access α-keto imides and stilbenes

An eco-friendly green method for a one-step synthesis of palladium nanoparticles and their synthetic utility are reported. Phytochemicals like amines, alcohols, and phenols present in the Areca Nut Husk extract facilitate the reduction of Pd(ii) to Pd(0). The phytochemicals serve as stabilising agents and ligands for palladium reduction and the need for an external ligand is avoided. The Field Emission Scanning Electron Microscopy and Transmission Electron Microscopy of newly synthesized palladium nanoparticles revealed a spherical morphology. The catalytic activity of the nanoparticles was tested for 1,2-difunctionalization of ynamides, Heck coupling, denitrogenative coupling of phenylhydrazine and C-H arylation of indole. Moreover, catalyst recyclability, control experiments, mechanistic elucidation, and gram-scale synthesis are elaborated.

Bimetallic Ni–Pd Synergism—Mixed Metal Catalysis of the Mizoroki-Heck Reaction and the Suzuki–Miyaura Coupling of Aryl Bromides

Abstract: A combination of Pd and Ni complexes activated aryl bromides for the thermal Mizoroki-Heck reaction and Suzuki coupling giving high yields in short reaction times. A thermal redox mechanism probably occurs whereby Ni complex transfers electron and reduces the Pd (II) to Pd (0) which then takes the reactants through the standard protocol of oxidative-addition, migratory insertion and reductive elimination, typical for the Mizoroki-Heck reaction and the Suzuki coupling. Graphic Abstract: [Figure not available: see fulltext.]

Synthesis of N-Heterocyclic Carbine Silver(I) and Palladium(II) Complexes with Acylated Piperazine Linker and Catalytic Activity in Three Types of C—C Coupling Reactions

Two bis-imidazolium salts LH2·Cl2 and LH2·(PF6)2 with acylated piperazine linker and two N-heterocyclic carbene (NHC) silver(I) and palladium(II) complexes [L2Ag2](PF6)2 (1) and [L2Pd2Cl4] (2) were prepared. The crystal structures of LH2·Cl2 and 1 were confirmed by X-ray analysis. In 1, one 26-membered macrometallocycle was generated through two silver(I) ions and two bidentate ligands L. The catalytic activity of 2 was investigated in Sonogashira, Heck-Mizoroki and Suzuki-Miyaura reactions. The results displayed that these C—C coupling reactions can be smoothly carried out under the catalysis of 2.

Structural Effect of Pincer Pd(II)–ONO Complexes Modified with Acylthiourea on Sizes of the In Situ Generated Pd Nanoparticles During Heck Coupling Reaction

Abstract: The Pd nanoparticles generated in situ from Pd–pincer complexes catalyzed Heck coupling reaction. For this purpose, new Pd(II)–ONO pincer complexes (1–4) containing acylthiourea ancillary ligand were obtained by treating [Pd(ONO)(CH3CN)] with the respective N-substituted carbamothioyl benzamide ligand (L1–L4). Formation of these complexes was confirmed by UV–Visible, FT-IR, NMR and mass spectroscopic techniques. The sizes of in situ formed Pd nanoparticles were greatly affected by the substituent in ancillary ligand, which in turn influenced their catalytic activity towards Heck coupling reaction. The in situ formed Pd nanoparticles during Heck reaction were removed from the reaction medium and analyzed using HR-TEM to estimate the sizes of the Pd nanoparticles. Complex [Pd(ONO)((N-benzylcarbamothioyl)benzamide)] (1) which does not possess any substituent on the benzyl moiety of acylthiourea produced the smallest Pd nanoparticles with the average particle size of 3.7?nm. Hence, complex 1 showed the utmost catalytic activity. With complex 1, 51–99% of conversion was observed during Heck coupling reaction of styrene with various aryl halides. XPS results confirmed that the recovered black particles were Pd(0). A reasonable recyclability results were achieved by these in situ generated Pd nanoparticles. Graphic Abstract: [Figure not available: see fulltext.]

A new Pd(II)-supported catalyst on magnetic SBA-15 for C-C bond formation via the Heck and Hiyama cross-coupling reactions

Magnetic mesoporous silica composite (MNP@SiO2-SBA) was obtained via embedding magnetite nanoparticles between SBA-15 channels. It was silylated with N-(3-(trimethoxysilyl)propyl)picolinamide (TMS-PCA) and then complexed with Pd(II). The obtained supported Pd(II) catalyst (MNP@SiO2-SBA-PCA) was characterized by conventional methods. The prepared magnetic catalyst showed high activity in the Heck and Hiyama reactions under optimal reaction conditions, including solvent, amount of catalyst, base, and temperature. Aryl bromides and iodides showed better results than aryl chlorides, and the catalyst exhibited noticeable stability and reused several times.

A New Nitrogen Pd(II) Complex Immobilized on Magnetic Mesoporous Silica: A Retrievable Catalyst for C–C Bond Formation

Abstract: A new nitrogen ligand, i.e. 1,3-di-(o-aminophenoxy)-2-propyl propargyl ether (DPPE), has been synthesized and characterized. Magnetic mesoporous silica composite (MNP@SiO2-SBA) was obtained via embedding magnetite nano-particles (MNPs) between SBA-15 channels. DPPE palladium dichloride (MNP@SiO2-SBA-DPPE-Pd(II)) was then prepared via click chemistry and fully characterized. The activity and recyclability of supported magnetic Pd(II) catalyst were evaluated in Heck coupling reaction after optimizing the optimal reaction conditions including solvent, amount of catalyst, base and temperature. Aryl iodides and aryl bromides showed enhanced activity compared to those of aryl chlorides in the Heck reaction. The catalyst was easily separated magnetically, reused in five runs sequentially, and no significant loss of activity was observed. Graphic Abstract: [Figure not available: see fulltext.]

Photocatalyzed Transition-Metal-Free Oxidative Cross-Coupling Reactions of Tetraorganoborates**

Readily accessible tetraorganoborate salts undergo selective coupling reactions under blue light irradiation in the presence of catalytic amounts of transition-metal-free acridinium photocatalysts to furnish unsymmetrical biaryls, heterobiaryls and arylated olefins. This represents an interesting conceptual approach to forge C?C bonds between aryl, heteroaryl and alkenyl groups under smooth photochemical conditions. Computational studies were conducted to investigate the mechanism of the transformation.