5806-58-6

Upstream product

• 31039-87-9 α,α'-dichloro-2,4,6,2',4',6'-hexamethyl-bibenzyl 
• 79-01-6 Trichloroethylene 
• 2633-66-1 2-mesitylmagnesium bromide 
• 111189-82-3 2,2-Bis-(2,4,6-trimethyl-phenyl)-1-trimethylsilanyl-ethenol 
• 4028-63-1 iodomesitylene 
• 994-89-8 tributylethynyltin 
• 1667-04-5 2-bromomesitylene 
• 471-25-0 Propiolic acid 
• 576-83-0 2,4,6-trimethylphenyl bromide 
• 769-26-6 2-ethynyl-1,3,5-trimethylbenzene 
• 107769-91-5 dimesityl(mesitylethynyl)borane 
• 108-67-8 1,3,5-trimethyl-benzene 
• 54288-04-9 2,2-dimesityl-vinyl alcohol 
• 94761-92-9 2,4,6,2',4',6'-hexamethyl-bibenzyl-α,α'-diol 

Downstream Products

• 61440-88-8 bis(2,4,6-trimethylphenyl)cyclopropenone 

Relevant academic research and scientific papers

A rearranged acetylene from an E1 solvolysis of a substituted α-trimethylsilylvinyl system

The reaction of Mes2C=C(OH)SiMe2R (R=Me, SiMe3) with SOCl2 gives the rearranged elimination product MesC≡CMes, presumably via β-mesityl participation in the solvolysis of the derived OSOCl derivative, followed by 'Me3Si+' loss from the rearranged ion MesC(Me3Si)=C-Mes. Under the same conditions, the carbon analogue Mes2C=C(OH)Bu-t gives the ketone Mes2CHCOBu-t and benzofurans via non-solvolytic reactions.

Functional material based on stable chemical structure

The invention relates to functional materials based on stable chemical structures. A series of novel donor - acceptor type TADF activated emitters have been designed, which are intended to develop stable OLED. with enhanced operational stability and improved color purity that can be used in full color displays and lighting applications.

Palladium nanoparticles catalyzed Sonogashira reactions for the one-pot synthesis of symmetrical and unsymmetrical diarylacetylenes

A variety of symmetrical and unsymmetrical diarylacetylenes are synthesized by ligand-free palladium nanoparticles catalyzed copper-free and amine-free Sonogashira cross-coupling reactions between aryl iodides and trimethylsilylacetylene (TMSA) under mild reaction conditions.

Synthesis of diarylalkynes via tandem Sonogashira/decarboxylative reaction of aryl chlorides with propiolic acid

A facile and efficient protocol for one-pot synthesis of diarylalkynes via tandem Sonogashira/decarboxylative coupling has been developed. The remarkable features of this reaction include using commercially available aryl chlorides as starting materials and taking the propiolic acid instead of expensive terminal alkynes as an acetylene source. This journal is the Partner Organisations 2014.

A guide to sonogashira cross-coupling reactions: The influence of substituents in aryl bromides, acetylenes, and phosphines

The conversion-time data for 168 different Pd/Cu-catalyzed Sonogashira cross-coupling reactions of five arylacetylenes (phenylacetylene; 1-ethynyl-2-ethylbenzene; 1-ethynyl-2,4,6-R3-benzene (R = Me, Et, i-Pr)) and Me3SiCCH with seven

Synthesis of symmetrical diarylalkyne from palladium-catalyzed decarboxylative couplings of propiolic acid and aryl bromides under water

Symmetric diarylalkynes were obtained from the decarboxylative coupling reactions of aryl bromides and propiolic acid in water solvent condition. In the presence of phase transfer surfactant C18H37N(CH 3)3Cl, the catalytic system of both Pd(PPh 3)2Cl2/dppb and Pd(TPPMS)2Cl 2/TPPMS afforded the desired coupled products in good yields.

Synthesis of symmetrical and unsymmetrical diarylalkynes from propiolic acid using palladium-catalyzed decarboxylative coupling

Figure presented. Symmetrical diarylalkynes were obtained from propiolic acid (or 2-butynedioic acid) and aryl halides in good yields. The optimized reaction conditions were 2.0 equiv of aryl halide, 1.0 equiv of propiolic acid, 5.0 mol % Pd(PPh3/su

The use of calcium carbide in one-pot synthesis of symmetric diaryl ethynes

An efficient Pd-catalyzed copper and amine free coupling reaction of acetylene and aryl bromides was achieved with calcium carbide as an acetylene source, using inorganic base and easily prepared, air-stable aminophosphine ligand in common organic solvents, providing symmetric diaryl ethynes in one-pot with yields ranged from moderate to excellent. The Royal Society of Chemistry 2006.

Highly efficient photochemical generation of a triple bond: Synthesis, properties, and photodecarbonylation of cyclopropenones

UV irradiation of alkyl-, aryl-, and heteroatom-substituted cyclopropenones results in the loss of carbon monoxide and the formation of quantitative yields of corresponding alkynes. The quantum yield of the photochemical decarbonylation reaction ranges from 20% to 30% for alkyl-substituted cyclopropenones to above 70% for the diphenyl- and dinaphthylcyclorpopenones. Rapid formation (5 ns) and then a somewhat slower decay (ca. 40 ns) of an intermediate in this reaction was observed by using laser flash photolysis. The DFT calculations allowed us to identify this intermediate as a zwitterionic species formed by a cleavage of one of the carbon-carbon bonds of the cyclopropenone ring. The latter then rapidly loses carbon monoxide to produce the ultimate acetylenic product. Despite their high photoreactivity, cyclopropenones were found to be thermally stable compounds with the exception of hydroxy- and methoxy-substituted cyclopropenones. The latter undergo rapid solvolysis in hydroxylic solvents even at room temperature. The application of this reaction to the in situ generation of the enediyne strucutre was illustrated by the photochemical preparation of benzannulated enediyne 12.

Organophosphorus compounds, 138: 3,5-dimesityl-1,2,4-oxadiphosphole - Synthesis and reactivity of a novel heterocycle

The first synthesis of a 1,2,4-oxadiphosphole 6 has been achieved by vacuum thermolysis of mesitylphosphaalkene 5. The novel heterocycle 6 exhibits an enormous potential for cycloaddition reactions, which predominantly proceed selectively at low temperatures. Compound 6 undergoes addition with two equivalents of phosphaalkynes 10 by a [4+2] cycloaddition/homo Diels-Alder reaction sequence to form novel oxatetraphosphadeltacyclenes 12 and 13. Tetrachloro-o-benzoquinone (14) undergoes a selective [4+1] cycloaddition with 12 and 13 leading to the spirocyclic products 15 and 16 containing λ5-phosphorus atoms. Treatment of the oxadiphosphole 6 with dimethyl acetylenedicarboxylate (17) provides the first access to a 1,2-oxaphosphole 18, which is formed after an initial [4+2] cycloaddition followed by a retro Diels-Alder reaction. An unexpected reaction of 6 is observed with tri-tert-butylazete (20) furnishing a new polycyclic system (→ 21).