1127-76-0

Usage

Uses

Used in Chemical Research:
1-Ethylnaphthalene is used as a guest molecule for investigating the effect of binding Tb3+ to sodium taurocholate aggregates containing polyaromatic hydrocarbon guests. This application is significant in understanding the interactions between metal ions and organic compounds, which can be crucial in the development of new materials and chemical processes.
Used in Pharmaceutical Industry:
1-Ethylnaphthalene is used as a guest molecule for studying its binding to aggregates of sodium cholate, taurocholate, deoxycholate, and deoxytaurocholate. These studies are essential in the pharmaceutical industry, as they can provide insights into the solubility and absorption of drugs, as well as their interactions with biological membranes. This knowledge can be applied to improve drug delivery systems and enhance the efficacy of various medications.

InChI:InChI=1/C12H12/c1-2-10-7-5-8-11-6-3-4-9-12(10)11/h3-9H,2H2,1H3

Upstream product

• 941-98-0 1'-naphthacetophenone 
• 74-96-4 ethyl bromide 
• 90-11-9 1-Bromonaphthalene 
• 826-74-4 1-vinylnaphthalene 
• 91-20-3 naphthalene 
• 74-85-1 ethene 
• 13577-40-7 1-(5,6,7,8-tetrahydro-naphthalen-1-yl)-ethanone 
• 6244-50-4 1-vinyl-1-tetralol 
• 91720-19-3 1-ethyl-3,4-dihydronaphthalene 
• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 703-55-9 1-naphthylmagnesiumbromide 
• 64-67-5 diethyl sulfate 
• 67-56-1 methanol 
• 13098-88-9 naphthalen-1-ylmethyl acetate 

Downstream Products

• 826-74-4 1-vinylnaphthalene 
• 91902-58-8 4-ethyl-1-naphthalenecarboxylic acid 
• 939-27-5 2-ethylnaphthalene 
• 42775-75-7 5-ethyltetralin 
• 13556-58-6 1-ethyltetralin 
• 1008-17-9 α-Ethyl-decalin 
• 67668-19-3 4-ethylnaphthalen-1-amine 
• 57605-95-5 1-(1-naphthyl)ethanol 
• 24168-42-1 2-(naphthalen-1-yl)propanenitrile 
• 941-98-0 1'-naphthacetophenone 
• 15914-84-8 (S)-1-(1-Naphthyl)ethanol 
• 42177-25-3 (R)-1-(naphth-1-yl)ethanol 
• 824430-38-8 N,N-diphenyl-4-ethyl-1-naphthalenecarboxamide 
• 304460-23-9 N-(1-(β-naphthyl)ethyl)-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Challenges in cyclometalation: Steric effects leading to competing pathways and η1,η2-cyclometalated iridium(iii) complexes

The iridation of (R)-N,N-dimethyl-1-(1-naphthyl)ethylamine in the presence of a base afforded an assortment of products ranging from organic molecules to coordinated systems and cyclometalated complexes. The transformation affirmed the postulation where steric effects within the coordination sphere favor a β-hydride elimination-like decomposition pathway, competing alongside ortho-metalation, thus leading to iminium intermediates. The same procedure also generated an unprecedented carbocyclic η1,η2-cycloiridated species that could not be attained from the direct cyclometalation of its organic ligand.

NICKEL-CATALYZED CROSS-COUPLING OF ARYL PHOSPHATES WITH GRIGNARD AND ORGANOALUMINIUM REAGENTS. SYNTHESIS OF ALKYL-, ALKENYL-, AND ARYLBENZENES FROM PHENOLS

Aryl phosphates derived from phenols were converted into alkyl-, alkenyl-, and aryl-benzenes in high yields by cross-coupling with various kinds of Grignard and organoaluminium reagents in the presence of nickel(II) catalysts.

FeS2-Catalyzed Hydrocracking of α,ω-Diarylalkanes

Hydrocracking reactions of α,ω-diarylalkanes (DAAs) were carried out in the presence of FeS2 catalyst to examine the structural effect of DAAs on the reactivities of DAAs toward hydrocracking.Reactivities and reaction pathways of DAAs were found to depend

Nickel-catalyzed cross-coupling of aryl or 2-menaphthyl quaternary ammonium triflates with organoaluminum reagents

The cross-coupling of aryltrimethylammonium triflates with AlMe3 and β-H-containing trialkylaluminums was performed in dioxane at 110 °C under catalysis of (dppp)NiCl2 to afford alkylated arenes. The cross-coupling of 2-menaphthyltri

Ionic iron(III) complexes bearing a dialkylbenzimidazolium cation: Efficient catalysts for magnesium-mediated cross-couplings of aryl phosphates with alkyl bromides

A series of ionic iron(III) complexes of general formula [HLn][FeX4] (HL1?=?1,3-dibenzylbenzimidazolium cation, X?=?Cl, 1; HL1, X?=?Br, 2; HL2?=?1,3-dibutylbenzimidazolium cation, X?=?Br, 3; HL3?=?1,3-bis(diphenylmethyl)benzimidazolium cation, X?=?Br, 4) were easily prepared in high yields by the direct reaction of FeX3 with 1 equiv. of [HLn]X under mild conditions. All of them were characterized using elemental analysis, Raman spectroscopy and electrospray ionization mass spectrometry, and X-ray crystallography for 1 and 4. In the presence of magnesium turnings and LiCl, these air- and moisture-insensitive complexes showed high catalytic activities in direct cross-couplings of aryl phosphates with primary and secondary alkyl bromides with broad substrate scope, wherein complex 4 was the most effective.

Alkyl Grignard cross-coupling of aryl phosphates catalyzed by new, highly active ionic iron(II) complexes containing a phosphine ligand and an imidazolium cation

A novel family of ionic iron(ii) complexes of the general formula [HL][Fe(PR′3)X3] (HL = 1,3-bis(2,6-diisopropylphenyl)imidazolium cation, HIPr, R′ = Ph, X = Cl, 2; HL = HIPr, R′ = Cy, X = Cl, 3; HL = HIPr, R′ = Ph, X = Br, 4; HL = HIPr, R′ = Cy, X = Br, 5; HL = 1,3-bis(2,4,6-trimethylphenyl)imidazolium cation, HIMes, R′ = Cy, X = Br, 6) was easily prepared via a stepwise approach in 88%-92% yields. In addition, an ionic iron(ii) complex, [HIPr][Fe(C4H8O)Cl3] (1), has been isolated from the reaction of FeCl2(THF)1.5 with one equiv. of [HIPr]Cl in 90% yield and it can further react with one equiv. of PPh3 or PCy3, affording the corresponding target iron(ii) complex 2 or 3, respectively. All these complexes were characterized by elemental analysis, electrospray ionization mass spectrometry (ESI-MS), 1H NMR spectroscopy and X-ray crystallography. These air-insensitive complexes 2-6 showed high catalytic activities in the cross-coupling of aryl phosphates with primary and secondary alkyl Grignard reagents with a broad substrate scope, wherein [HIPr][Fe(PCy3)Br3] (5) was the most effective. Complex 5 also catalyzes the reductive cross-coupling of aryl phosphates with unactivated alkyl bromides in the presence of magnesium turnings and LiCl, as well as the corresponding one-pot acylation/cross-coupling sequence under mild conditions.

Cobalt?NHC Catalyzed C(sp2)?C(sp3) and C(sp2)?C(sp2) Kumada Cross-Coupling of Aryl Tosylates with Alkyl and Aryl Grignard Reagents

The first cobalt-catalyzed cross-coupling of aryl tosylates with alkyl and aryl Grignard reagents is reported. The catalytic system uses CoF3 and NHCs (NHC=N-heterocyclic carbene) as ancillary ligands. The reaction proceeds via highly selective C?O bond functionalization, leading to the corresponding products in up to 98 % yield. The employment of alkyl Grignard reagents allows to achieve a rare C(sp2)?C(sp3) cross-coupling of C?O electrophiles, circumventing isomerization and β-hydride elimination problems. The use of aryl Grignards leads to the formation of biaryls. The C?O cross-coupling sets the stage for a sequential cross-coupling by exploiting the orthogonal selectivity of the catalytic system.

Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant

A nickel-catalyzed reductive decyanation of aromatic nitriles has been developed, in which the readily available and abundant ethanol was applied as the hydride donor. Various functional groups on the aromatic rings, such as alkoxyl, amino, imino and amide, were compatible in this catalytic protocol. Heteroaryl, benzylic and alkenyl nitriles were also tolerated. Mechanistic investigation indicated that ethanol provided hydride efficientlyviaβ-hydride elimination in this reductive decyanation.

Reductive Deamination with Hydrosilanes Catalyzed by B(C6F5)3

The strong boron Lewis acid tris(pentafluorophenyl)borane B(C6F5)3 is known to catalyze the dehydrogenative coupling of certain amines and hydrosilanes at elevated temperatures. At higher temperature, the dehydrogenation pathway competes with cleavage of the C?N bond and defunctionalization is obtained. This can be turned into a useful methodology for the transition-metal-free reductive deamination of a broad range of amines as well as heterocumulenes such as an isocyanate and an isothiocyanate.

Hollow Carbon Sphere Nanoreactors Loaded with PdCu Nanoparticles: Void-Confinement Effects in Liquid-Phase Hydrogenations

Nanoreactors with hollow structures have attracted great interest in catalysis research due to their void-confinement effects. However, the challenge in unambiguously unraveling these confinement effects is to decouple them from other factors affecting catalysis. Here, we synthesize a pair of hollow carbon sphere (HCS) nanoreactors with presynthesized PdCu nanoparticles encapsulated inside of HCS (PdCu?HCS) and supported outside of HCS (PdCu/HCS), respectively, while keeping other structural features the same. Based on the two comparative nanoreactors, void-confinement effects in liquid-phase hydrogenation are investigated in a two-chamber reactor. It is found that hydrogenations over PdCu?HCS are shape-selective catalysis, can be accelerated (accumulation of reactants), decelerated (mass transfer limitation), and even inhibited (molecular-sieving effect); conversion of the intermediate in the void space can be further promoted. Using this principle, a specific imine is selectively produced. This work provides a proof of concept for fundamental catalytic action of the hollow nanoreactors.