107793-04-4

Upstream product

• 38274-16-7 2-bromo-1-(trimethylsilylethynyl)benzene 
• 766-46-1 2-bromo-1-ethynylbenzene 
• 583-55-1 1-Bromo-2-iodobenzene 
• 213599-19-0 1-bromo-2-(2,2-dibromovinyl)benzene 
• 153140-75-1 1-bromo-2-[(Z)-2-bromoethenyl]benzene 
• 2142-69-0 2-bromophenyl methyl ketone 

Downstream Products

• 1356917-96-8 ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-methoxyphenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-methoxy)phenyl-silafluorene-2-carboxylate 
• 1356917-97-9 ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-fluoro)phenyl-silafluorene-2-carboxylate 
• 1356917-98-0 ethyl 9,9-dimethyl-3-(3-(2-(ethoxycarbonyl)ethynyl)napht-2-yl)-4-(2-(2-(dimethyl-(2-phenylethynyl)silyl)phenyl)ethynyl)-1-phenyl-silafluorene-2-carboxylate 
• 1356907-37-3 1,4-bis(2-(dimethyl(2-phenylethynyl)silyl)phenyl)buta-1,3-diyne 
• 1356907-38-4 1,4-bis(2-(dimethyl-(2-(4-methoxyphenyl)ethynyl)silyl)phenyl)buta-1,3-diyne 
• 1356907-39-5 1,4-bis(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)buta-1,3-diyne 
• 97976-81-3 1,4-bis(2-ethynylphenyl)buta-1,3-diyne 
• 155587-94-3 1,4-bis[2-(2-trimethylsilylethynyl)phenyl]buta-1,3-diyne 
• 107793-03-3 2,5-bis(2-bromophenyl)-thiophene 
• 107793-02-2 2,5-bis(2-formylphenyl)thiophene 

Relevant academic research and scientific papers

Transition-metal-free variant of Glaser- and Cadiot-Chodkiewicz-type Coupling: Benign access to diverse 1,3-diynes and related molecules

Efficient and transition-metal-free transformations towards the synthesis of 1,3-diynes have been described from their corresponding terminal acetylenes or 1,1-dibromo-1-alkenes. The efficiency of molecular iodine as catalyst in aqueous medium, driven the transformation to afford 1,3-diynes in moderate to good yields. The developed reaction conditions revealed appreciable functional group tolerance in aqueous medium. Further, the scope of the transition-metal-free approach for the synthesis of 1,3-enynes has been investigated using terminal alkynes as easy available precursors.

General synthesis of thiophene and selenophene-based heteroacenes

(Chemical Equation Presented) A new intramolecular triple cyclization of bis(o-haloaryl)diacetylenes, via dilithiation followed by reaction with chalcogen elements, produces π-conjugated compounds containing heterole-1,2-dichalcogenin-heterole fused tricy

Partially oxidized gold nanoparticles: A catalytic base-free system for the aerobic homocoupling of alkynes

The mechanism of alkyne homocoupling over gold nanoparticles and clusters, isolated and supported on CeO2, has been theoretically investigated by means of periodic DFT calculations. The theoretical study indicates that O2 dissociation on gold generates basic O atoms able to abstract the proton of the alkyne, and cationic Auδ+ and Au+ species that decrease the activation barrier for the CC bond forming step. Kinetic results show that the base-free homocoupling of alkynes is effectively catalyzed by gold nanoparticles supported on different solids, and confirm the theoretical prediction that the dissociation of oxygen on the gold nanoparticle is the controlling step of the global reaction.

Efficient P, O chelate palladium(II)/AgNO3cocatalyzed homocoupling of aromatic terminal alkynes in aqueous media under ambient atmosphere

A new and efficient protocol for the P, O chelate Pd(II)/AgNO3cocatalyzed oxidative homocoupling reaction of aromatic terminal alkynes in the synthesis of symmetrical 1,4-disubstituted-1,3-diynes was described in aqueous media under ambient atmosphere. The results showed that both NEt3and THF/H2O (in 4:1 proportion) played crucial roles in the reaction. In contrast, this protocol employs a low palladium(II) complex loading and AgNO3as cocatalyst to obtain the homocoupled products in moderate to good yields.

Synthesis of symmetrical 1,3-diynes in water-soluble ionic liquid [DMIM]Me2PO4

Treatment of a variety of arynes in water-soluble ionic liquid [DMIM]Me2PO4 in the presence of catalytic amount of CuI and inexpensive NH3·H2O under aerobic conditions afforded the corresponding symmetrical 1,3-diynes in high yields. The ionic liquid could be reused for at least five times without apparent decrease of the yield.

The homocoupling reaction of aromatic terminal alkynes by a highly active palladium(II)/AgNO3 cocatalyst in aqueous media under aerobic conditions

A new and efficient Pd(II)/AgNO3-cocatalyzed homocoupling of aromatic terminal alkynes is described. Various symmetrical 1,4-disubstituted-1,3-diynes are obtained in good to excellent yields. This protocol employs a loading with relatively low palladium(II) in aqueous media under aerobic conditions.

Copper(i) chloride catalysed room temperature Csp-Csp homocoupling of terminal alkynes mediated by visible light

We developed a technique mediated by visible light for the aerobic homocoupling of terminal alkynes to synthesize 1,3-conjugated diynes using a copper(i) chloride catalyst at room temperature. Compared with previously reported thermal processes, this photochemical method is simple, uses only mild reaction conditions, produces high yields and works well for substrates with electron-withdrawing groups without the need for bases/ligands, oxidants or palladium catalysts.

Synthesis of symmetrical 1,3-diynes via tandem reaction of (Z)-arylvinyl bromides in the presence of DBU and CuI

Microwave-assisted tandem reaction of (Z)-arylvinyl bromides involving an elimination and homocoupling in the presence of DBU and CuI in DMF affords a variety of symmetrical 1,3-diynes in good to excellent yields. This tandem process, eliminating the need

One-pot desilylation/dimerization of ethynyl- and butadiynyltrimethylsilanes. Synthesis of tetrayne-linked dehydrobenzoannulenes

Addition of K2CO3 to standard Eglinton coupling conditions effects a one-pot desilylation/dimerization reaction of alkynyltrimethylsilanes. Use of this procedure on substituted phenylbutadiynylsilanes ultimately leads to the formation of dehydrobenzoannulenes possessing an unprecedented number of acetylene linkers.

Creating Dynamic Nanospaces in Solution by Cationic Cages as Multirole Catalytic Platform for Unconventional C(sp)?H Activation Beyond Enzyme Mimics

Herein we demonstrate that, based on the creation of dynamic nanospaces in solution by highly charged positive coordination cage of [Pd6(RuL3)8]28+, multirole and multi-way cage-confined catalysis is accomplisha