6052-15-9

Usage

Uses

Used in Organic Synthesis:
4-[2-(4-aminophenyl)ethynyl]aniline is used as a building block in organic synthesis for its ability to form complex structures, contributing to the development of a wide range of organic compounds.
Used in Materials Chemistry:
In the field of materials chemistry, 4-[2-(4-aminophenyl)ethynyl]aniline is used as a precursor for the creation of new materials with unique properties, thanks to its ethynyl and aniline functional groups.
Used in Organic Electronic Materials:
4-[2-(4-aminophenyl)ethynyl]aniline is utilized as a component in the development of organic electronic materials, such as organic light-emitting diodes (OLEDs) and organic solar cells, due to its electronic properties and compatibility with other organic materials.
Used in Dyes:
4-[2-(4-AMINOPHENYL)ETHYNYL]ANILINE is used as a dye in various applications, including textiles and printing, due to its color-yielding properties and ability to form stable complexes.
Used in Pharmaceutical Industry:
4-[2-(4-aminophenyl)ethynyl]aniline is used as an intermediate in the synthesis of pharmaceuticals, leveraging its unique structure to create new drug candidates with potential therapeutic applications.

Upstream product

• 223562-47-8 4-(prop-1-yn-1-yl)aniline 
• 540-37-4 p-aminoiodobenzene 
• 74-86-2 acetylene 
• 14235-81-5 4-Ethynylaniline 
• 106-40-1 4-bromo-aniline 
• 7431-22-3 4-(4-nitro-phenylethynyl)-aniline 
• 2735-14-0 1,2-bis(4-nitrophenyl)acetylene 

Downstream Products

• 681466-43-3 4,4'-diaminodeoxybenzoin 
• 114879-36-6 bis-(4-acetylamino-phenyl)-acetylene 
• 1020073-32-8 C₂₆H₁₄N₈O₁₂*C₄₃H₆₅NO₃₀ 
• 1020073-34-0 C₂₆H₁₄N₈O₁₂*C₅₁H₇₁NO₃₀ 
• 1339942-81-2 N,N′-4,4′-diphenylethynebis(oxamic acid ethyl ester) 
• 1476777-00-0 C₁₁₀H₉₀N₄O₁₂ 
• 67973-34-6 1,2-bis(4-iodophenyl)acetylene 
• 1219630-12-2 (2S,2’S)-N,N’-(1,2-ethynediyldi-4,1-phenylene)bis(1-(phenylacetyl)-2-pyrrolidinecarboxamide) 
• 1219631-76-1 C₄₂H₄₄N₆O₄ 

Relevant academic research and scientific papers

Single-molecule imaging of rotaxanes immobilized on glass substrates: Observation of rotary movement

Hula hoop: The rotary movement of a chromophore-modified α-cyclodextrin (α-CD) was studied in a rotaxane structure attached to a glass substrate. The rotary movement of the α-CD was demonstrated by defocused wide-field imaging with total internal reflecti

Redesigning of the cap conformation and symmetry of the diphenylethyne core to yield highly potent pan-genotypic NS5A inhibitors with high potency and high resistance barrier

Herein, we report the discovery of several NS5A inhibitors with potency against HCV genotype 1b in the picomolar range. Compounds (15, 33) were of extremely high potency against HCV genotype 1b (EC50 ≈ 1 pM), improved activity against genotype 3a (GT 3a) and good metabolic stability. We studied the impact of changing the cap conformation relative to the diphenylethyne core and/or compound symmetry on both potency and metabolic stability. The analogs obtained exhibited improved potency against HCV genotypes 1a, 1b, 3a and 4a compared to the clinically approved candidate daclatasvir with EC50 values in the low picomolar range and SI50s > 7 orders of magnitude. Compound 15, a symmetrically m-, m’-substituted diphenyl ethyne analog, was 150-fold more potent than daclatasvir against GT 3a, while compound 33, an asymmetrically m-, p-substituted diphenyl ethyne analog, was 35-fold more potent than daclatasvir against GT 3a. In addition, compound 15 exhibited a higher resistance barrier than daclatasvir against genotype 1b.

Effect of the Linking Group on the Thermoelectric Properties of Poly(Schiff Base)s and Their Metallopolymers

As polymer-based thermoelectric (TE) materials possess attractive features such as light weight, flexibility, low toxicity and ease of processibility, an increasing number of conducting polymers and their composites with high TE performances have been developed in recent years. Up to date, however, the research focusing on the structure-performance relationship remains rare. In this paper, two series of poly(Schiff base)s with either C=C or C≡C linker and their metallopolymers were synthesized and doped with single-walled carbon nanotubes to evaluate how the linking groups affected the TE properties of the resulting composites. Apart from the effect exerted by the morphology, experimental results suggested that the linkers played a key role in determining the band gaps, preferred molecular conformation and extent of conjugation of the polymers, which became key factors that influenced the TE properties of the resulting materials. Additionally, upon coordination with transition metal ions, the TE properties could be tuned readily.

Experimental Validation of Quantum Circuit Rules in Molecular Junctions

A series of diarylacetylene (tolane) derivatives functionalised at the 4- and 4′-positions by thiolate, thioether, or amine groups capable of serving as anchor groups to secure the molecules within a molecular junction have been prepared and characterised

Robust Alkyne Metathesis Catalyzed by Air Stable d2Re(V) Alkylidyne Complexes

We report in this communication the first example of catalytic alkyne metathesis reactions mediated by well-defined non-d0 alkylidyne complexes. The air-stable d2 Re(V) alkylidyne complex Re4, bearing two PO-chelating ligands and a labile pyridine ligand, could catalyze homometathesis of internal alkynes with a broad substrate scope, including alcohols, amines, and even carboxylic acids. The catalyst can tolerate heating, air, and moisture in both solid and solution states, and the catalytic metathesis reactions could proceed normally in wet solvents.

Programmed twisting of phenylene-ethynylene linkages from aromatic stacking interactions

Control over the conformation and packing of conjugated materials is an unsolved problem that prevents the rational design of organic optoelectronics, such as preventing self-quenching of luminescent molecules. Exacerbating this challenge is a general lack of widely applicable strategies for controlling packing with discrete, directional non-covalent interactions. Here, we present a series of conjugated molecules with diverse backbones of three or four arenes that feature pentafluorobenzyl ester substituents. Nearly all the compounds reveal intramolecular stacking interactions between the fluoroarene (ArF) side-chains and non-fluorinated arenes (ArH) in the middle of the chromophores; a twisted PE linkage accompanies each example of this intramolecular ArF-ArH stacking. Furthermore, these molecules can resist dramatic changes to emission upon transition from organic solution to thin film when ArF rings prevent interchromophore interactions. By broadening the structural space of conjugated backbones over which ArF-ArH stacking can twist PE linkages reliably and prevent self-quenching of solids with simple synthetic approaches, this work suggests fluorinated benzyl ester substituents adjacent to phenylene ethynylene linkages as supramolecular synthons for the crystal engineering of organic optoelectronic materials.

Diacetylene Functionalized Covalent Organic Framework (COF) for Photocatalytic Hydrogen Generation

Covalent organic frameworks (COFs) are crystalline, highly porous, two- or three-dimensional polymers with tunable topology and functionalities. Because of their higher chemical stabilities in comparison to their boron-linked counterparts, imine or β-ketoenamine linked COFs have been utilized for a broad range of applications, including gas storage, heterogeneous catalysis, energy storage devices, or proton-conductive membranes. Herein, we report the synthesis of highly porous and chemically stable acetylene (-C≡C-) and diacetylene (-C≡C-C≡C-) functionalized β-ketoenamine COFs, which have been applied as photocatalyst for hydrogen generation from water. It is shown that the diacetylene moieties have a profound effect as the diacetylene-based COF largely outperforms the acetylene-based COF in terms of photocatalytic activity. As a combined effect of high porosity, easily accessible diacetylene (-C≡C-C≡C-) functionalities and considerable chemical stability, an efficient and recyclable heterogeneous photocatalytic hydrogen generation is achieved.

Carborane-perylene diimide derivative and synthesis method thereof, sensing array based on derivative and preparation method and application of sensor array

The invention discloses a carborane-perylene diimide derivative and a synthesis method thereof, a sensing array based on the derivative and a preparation method and an application of the sensor array,and belongs to the technical field of small-molecular fluorescent sensing thin film materials. The carborane-perylene diimide derivative is placed in a solution, is assembled into a fiber structure with relatively large specific surface, and then is transferred to different substrate surfaces, so as to obtain the sensing array composed of a variety of fluorescent thin films; the sensing array canbe sensitive to sense six important drug gases, and drug samples have no need of any treatment; at the same time, through array combination, the interference of common interferents is eliminated thoroughly. The operation is simple, and the reaction conditions are mild. The prepared fluorescent sensing thin film has good stability and long service life, and is an excellent drug gas sensing thin film array. With combination use of the thin film and commercial fluorescent instruments, the drug gases can be sensitively detected. In addition, the drug gas special detection instrument can be developed through the device of the sensing thin film.

Palladium(II) complex for catalyzing sonogashira coupling reactions and a method thereof

A palladium(II) complex which catalyzes the Sonogashira coupling reaction efficiently under aerobic condition and a method of employing the palladium(II) complex to synthesize internal alkynes. The palladium(II) complex is an effective catalyst for the co

A Two-Component Alkyne Metathesis Catalyst System with an Improved Substrate Scope and Functional Group Tolerance: Development and Applications to Natural Product Synthesis

Although molybdenum alkylidyne complexes such as 1 endowed with triarylsilanolate ligands are excellent catalysts for alkyne metathesis, they can encounter limitations when (multiple) protic sites are present in a given substrate and/or when forcing conditions are necessary. In such cases, a catalyst formed in situ upon mixing of the trisamidomolybenum alkylidyne complex 3 and the readily available trisilanol derivatives 8 or 11 shows significantly better performance. This two-component system worked well for a series of model compounds comprising primary, secondary or phenolic -OH groups, as well as for a set of challenging (bis)propargylic substrates. Its remarkable efficiency is also evident from applications to the total syntheses of manshurolide, a highly strained sesquiterpene lactone with kinase inhibitory activity, and the structurally demanding immunosuppressive cyclodiyne ivorenolide A; in either case, the standard catalyst 1 largely failed to effect the critical macrocyclization, whereas the two-component system was fully operative. A study directed toward the quinolizidine alkaloid lythrancepine I features yet another instructive example, in that a triyne substrate was metathesized with the help of 3/11 such that two of the triple bonds participated in ring closure, while the third one passed uncompromised. As a spin-off of this project, a much improved ruthenium catalyst for the redox isomerization of propargyl alcohols to the corresponding enones was developed.