5216-31-9

Usage

Uses

Used in Organic Synthesis:
4,4'-DIFLUORODIPHENYLACETYLENE is used as a building block in organic synthesis for its ability to form a variety of complex organic compounds, contributing to the development of new materials and chemical entities.
Used in Organic Electronic Materials Production:
In the industry of organic electronic materials, 4,4'-DIFLUORODIPHENYLACETYLENE is used as a key component in the production of OLEDs (organic light-emitting diodes) and OLED displays, due to its unique electronic properties that enhance the performance and efficiency of these devices.
Used in Biochemical and Medical Research:
4,4'-DIFLUORODIPHENYLACETYLENE serves as a fluorescent probe in biochemical and medical research, where its optical properties allow for the tracking and imaging of biological processes at the molecular level, aiding in the understanding of disease mechanisms and the development of therapeutic strategies.
Used in Polymer and Pharmaceutical Production:
4,4'-DIFLUORODIPHENYLACETYLENE is also utilized in the production of polymers and pharmaceuticals, where its chemical structure can be tailored to achieve specific properties and functions, such as improved drug delivery systems or advanced polymer materials with unique characteristics.

Upstream product

• 565-04-8 α,α,α',α'-tetrachloro-4,4'-difluoro-bibenzyl 
• 5676-81-3 4-fluorobenzalaniline 
• 865-47-4 potassium tert-butylate 
• 148004-78-8 (4-fluorophenyl)methyl-2H-benzotriazole 
• 148004-76-6 (4-Fluorophenyl)methyl-1H-benzotriazole 
• 23349-10-2 4,4'-(2-bromoethene-1,1-diyl)bis(fluorobenzene) 
• 352-34-1 4-fluoro-1-iodobenzene 
• 74-86-2 acetylene 
• 569-74-4 1,1-dichloro-2,2-bis-(4-fluoro-phenyl)-ethene 
• 1066-54-2 trimethylsilylacetylene 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 471-25-0 Propiolic acid 

Downstream Products

• 77384-56-6 1,2-bis(4-phenoxyphenyl)ethyne 
• 1021940-08-8 methyl 4,5-bis(p-fluorophenyl)-7-chloro-6-ethyl-2,4,6-nonatrienoate 
• 1021940-10-2 5,6-bis(p-fluorophenyl)-3,4-di(methoxycarbonyl)-8-chloro-7-ethyl-1-p-toluenesulfonyl-1E,3Z,5Z,7Z-decatetraene 
• 1021940-03-3 methyl 7-chloro-6-ethyl-4,5-bis(p-fluorophenyl)-3-methoxycarbonyl-2Z,4Z,6Z-nonatrienoate 
• 1015757-82-0 [(C₅H₅)Co(C₄(4-fluorophenyl)4)] 
• 1015757-86-4 [(C₅H₅)Co(C₄(4-fluorophenyl)4CO)] 
• 1092707-47-5 (η4-tetra(para-fluorophenyl)cyclobutadiene)(η5-carbomethoxycyclopentadienyl)cobalt 
• 1092707-34-0 (η5-cyclopentadienyl)(triphenylphosphine)-2,3,4,5-tetra(para-trifluorophenyl)cobaltacyclopentadiene 
• 1064663-67-7 5,8-dimethyl-1,2,3,4-tetra(4-fluorophenyl)naphthalene 
• 588-56-7 (Z)-1,2-bis(4-fluorophenyl)ethylene 
• 1181219-04-4 (E)-2-[1,2-bis(4-fluorophenyl)vinyl]-5-phenyl-1,3,4-oxadiazole 
• 1181219-11-3 (E)-2-[1,2-bis(4-fluorophenyl)vinyl]-5-phenethyl-1,3,4-oxadiazole 
• 1223047-72-0 (E)-1-(2-m-methoxyphenyl-2-p-fluorophenylvinyl)-4-fluorobenzene 
• 1217677-84-3 4,4',4''-(4-phenylbut-1-en-3-yne-1,1,2-tryl)tris(fluorobenzene) 

Relevant academic research and scientific papers

Nickel-Catalyzed Decarbonylative Cycloaddition of Benzofuran-2,3-diones with Alkynes to Flavones

Using dppe as the ligand, the Nickel-catalyzed decarbonylative cycloaddition of benzofuran-2,3-diones with alkynes was established, and a variety of functional flavones were synthesized in 65–99% yields. Terminal alkynes with substituted phenyl groups and internal alkynes such as aryl acyl acetylenes and diphenylacetylenes are suitable for this reaction. The effects of bases on the reactions of different types of alkyne substrates were also investigated and discussed. (Figure presented.).

Mechanochemical Synthesis of Diarylethynes from Aryl Iodides and CaC 2

A mechanochemical synthesis of diarylethynes from aryl iodides and calcium carbide as acetylene source is reported. The reaction is catalyzed by a palladium catalyst in the presence of copper salt, base, and ethanol as liquid assisting grinding (LAG) additive. Various aryl and heteroaryl iodides have been converted in up to excellent yields.

Synthesis of Bidentate Nitrogen Ligands by Rh-Catalyzed C-H Annulation and Their Application to Pd-Catalyzed Aerobic C-H Alkenylation

A new class of bidentate ligands was prepared by a modular approach involving Rh-catalyzed C-H annulation reactions. The resulting conformationally constrained ligands enabled the Pd-catalyzed C-H alkenylation at electron-rich and sterically less hindered positions of electron-rich arenes while promoting the facile oxidation of Pd(0) intermediates by oxygen. This newly introduced ligand class is complementary to the ligands developed for Pd-catalyzed oxidative reactions and may find broad application in transition-metal-catalyzed reactions.

Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles

The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.

Synthesis of Unprotected and Highly Substituted Indoles by the Ruthenium(II)-Catalyzed Reaction of Phenyl Isocyanates with Diaryl/Diheteroaryl Alkynes/Ethyl-3-phenyl Propiolates

A one-pot transformation has been developed for the synthesis of unprotected and highly substituted indoles by an in situ installed carbamide-directed Ru(II)-catalyzed intermolecular oxidative annulation of phenyl isocyanates with diaryl/diheteroaryl alkynes/ethyl phenyl propiolates in the presence of Cu(OAc)2·H2O as an oxidant and AgSbF6 as an additive at 120 °C within 3 h.

Selective Phosphoranation of Unactivated Alkynes with Phosphonium Cation to Achieve Isoquinoline Synthesis

We herein develop a selective phosphoranation of alkynes with phosphonium cation, which directs a concise approach to isoquinolines from unactivated alkyne and nitrile feedstocks in a single step. Mechanistic studies suggest that the annulation reaction is initiated by the unprecedented phosphoranation of alkynes, thus representing a unique reaction pattern of phosphonium salts and distinguishing it from existing protocols that largely rely on the utilization of highly functionalized imines/oximes and/or highly polarized alkynes.

Rh(iii)-Catalyzed three-component cascade annulation to produce theN-oxopropyl chain of isoquinolone derivatives

Developing powerful methods to introduce versatile functional groups at theN-substituents of isoquinolone scaffolds is still a great challenge. Herein, we report a novel three-component cascade annulation reaction to efficiently construct theN-oxopropyl chain of isoquinolone derivativesviarhodium(iii)-catalyzed C-H activation/cyclization/nucleophilic attack, with oxazoles used both as the directing group and potential functionalized reagents.

Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- And 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes

A nickel-catalyzed one-pot carbonylation reaction of 2-bromobenzenesulfonyl chlorides with alkynes for the synthesis of thiochromenones has been established. Both terminal and internal alkynes were suitable substrates in this carbonylative transformation, and a broad range of 2-mono- and 2,3-disubstituted thiochromenone products were obtained in moderate to good yields with quite high functional group compatibility. Notably, this procedure presents the first example of nickel-catalyzed carbonylative synthesis of thiochromenones with 2-bromobenzenesulfonyl chlorides as a promising sulfur precursor.

Synthesis of Diarylethynes from Aryldiazonium Salts by Using Calcium Carbide as an Alkyne Source in a Deep Eutectic Solvent

An efficient method for the synthesis of diarylethynes from aryldiazonium salts by using calcium carbide as an alkyne source at room temperature in a deep eutectic solvent is described. The salient features of this protocol are an inexpensive and easy-to-handle alkyne source, a nonvolatile and recyclable solvent, mild conditions, and a simple workup procedure.

Selective Synthesis of Non-Aromatic Five-Membered Sulfur Heterocycles from Alkynes by using a Proton Acid/N-Chlorophthalimide System

A multicomponent strategy to achieve two different regioselectivities from alkynes, isothiocyanates and H2O with a proton acid/N-chlorophthalimide (NCPI) system is described to selectively obtain non-aromatic five-membered sulfur heterocycles (1,3-oxathiol-2-imines/thiazol-2(3H)-one derivatives) through multiple bond formations. The process features readily available starting materials, mild reaction conditions, broad substrate scope, good functional-group tolerance, high regio- and chemo- selectivities, gram-scale synthesis and late-stage modifications. Mechanistic studies support the proposal that the transformation process includes a combination of H2O and isothiocyanate, free-radical formation, carbonation and intramolecular cyclization to give the products. Furthermore, the 1,3-oxathiol-2-imine derivatives possess unique fluorescence characteristics and can be used as Pd2+ sensors with a “turn-off” response, demonstrating potential applications in environmental and biological fields.