29079-15-0

Upstream product

• 66411-68-5 [(1,1′-biphenyl)-4-ethynyl]copper 
• 92-91-1 biphenyl-4-acetaldehyde 
• 32340-38-8 biphenyl-4-yl-propynoic acid 
• 320369-29-7 N′-(1-([1,1′-biphenyl]-4-yl)ethylidene)-4-methylbenzenesulfonohydrazide 
• 1321929-32-1 4-(bromoethynyl)-1,1′-biphenyl 
• 934-96-3 4-iodo-1-iodoethynylbenzene 
• 98-80-6 phenylboronic acid 
• 1557159-22-4 1-([1,1'-biphenyl]-4-ylethynyl)-1,2-benziodoxol-3(1H)-one 
• 75867-42-4 ([1,1'-biphenyl]-4-ylethynyl)trimethylsilane 
• 1591-31-7 4-iodo-biphenyl 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 29079-00-3 4-ethynyl-1,1'-biphenyl 

Downstream Products

• 29079-09-2 8-Biphenyl-4-yl-9-biphenyl-4-ylethynyl-7,10-diphenyl-fluoranthene 
• 29079-07-0 C₅₆H₃₈ 
• 23112-35-8 (Z,Z)-1,4-di(benzylthio)-1,4-di(4-biphenylyl)-1,3-butadiene 
• 56316-86-0 2,5-bis(biphenyl-4-yl)thiophene 
• 1426938-84-2 2,5-bis(biphenyl-4-yl)-3-(triisopropylsilyl)thiophene 
• 29079-08-1 2-Biphenyl-4-yl-3-biphenyl-4-ylethynyl-1,4-diphenyl-triphenylene 

Relevant academic research and scientific papers

1,4-Bis(triisopropylsilyl)buta-1,3-diyne and 1,4-bis(biphenyl-4-yl)buta-1, 3-diyne

We report the single crystal structures of 1,4-bis(triisopropylsilyl)buta- l,3-diyne, C22H42Si2, and l,4-bis(biphenyl-4- yl)buta1,3-diyne, C28H18, the packing in both of which illustrates the versatil

Synthesis of hydrogen-substituted graphdiynes via dehalogenative homocoupling reactions

A new method is introduced to prepare hydrogen-substituted graphdiynes (HsGDYs) via the dehalogenative homocoupling of terminal alkynyl bromides. Compared with previous synthetic strategies, the reaction conditions are moderate and the time is shortened. HsGDYs exhibit porous structures and hydrogen/oxygen evolution reaction (HER/OER) catalytic activity, endowing applications in electrochemical catalysis.

One-Pot Dual C?C Coupling Reaction via Site Selective Cascade Formation by PdII-Cryptate of an Amino-Ether Heteroditopic Macrobicycle

Selectivity of aryl iodo over ethynyl iodo toward the Suzuki cross coupling reaction is explored by utilizing a palladium complex of amino-ether heteroditopic macrobicycle. Subsequently, unreacted ethynyl iodide undergoes homocoupling reaction in the same catalytic atmosphere, thereby representing a cascade dual C?C coupling reaction. Furthermore, this approach is extended for novel one-pot synthesis of unsymmetrical 1,3-diynes.

Synthesis, Characterization of Spirocyclic λ3-Iodanes and Their Application to Prepare 4,1-Benzoxazepine-2,5-diones and 1,3-Diynes

Herein, a [3+2] cycloaddition of aza-oxyallylic cations with ethynylbenziodoxolones for synthesis of new λ3-iodanes containing spirocyclic 4-oxazolidinone has been developed. This cyclic λ3-iodanes display stability in air and excellent solubility in organic solvent. Using them as substrate, both the 4,1-benzoxazepine-2,5-diones and symmetrical 1,3-diynes derivatives were afforded in high yield under copper(I)-catalyzed conditions.

Copper (II) catalyzed homocoupling and heterocoupling of terminal alkynes

Cu(OTf)2 catalyzed homo– and heterocoupling of aromatic and aliphatic terminal alkynes has been developed. Symmetric and unsymmetric 1,3-diynes have been synthesized in good yields under an aerobic condition in the presence of an organic base D

Subnanometer gold clusters on amino-functionalized silica: An efficient catalyst for the synthesis of 1,3-diynes by oxidative alkyne coupling

Subnanometer (d = 0.8 ± 0.2 nm) gold particles homogeneously dispersed on amino-functionalized silica catalyze Glaser-type alkyne coupling, providing corresponding 1,3-diynes under mild conditions. Readily available λ3-iodane PhI(OAc)2 is used as an oxidant and 1,10-phenanthroline is used as an additive. Ten symmetrical 1,3-diynes and three products of heterocoupling containing various functionalities are isolated in high yields. The catalyst can be recycled at least five times, giving consistently high isolated yields and maintaining the size and distribution of gold clusters. This unique combination of stable subnanometer gold clusters and hypervalent iodine thus paves a hitherto unexplored avenue in organic synthesis employing heterogeneous gold catalysis. (Chemical Equation Presented).

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.

Recyclable Polystyrene-Supported Copper Catalysts for the Aerobic Oxidative Homocoupling of Terminal Alkynes

Polystyrene-supported copper(II) N,N,N′,N′-tetraethyldiethylenetriamine [Cu(II)-TEDETA] complexes were prepared by immobilization of TEDETA onto crosslinked polystyrene resin, followed by complexation with copper salts. The polystyrene-immobilized CuSOsu

3-(Diphenylphosphino)propanoic acid: An efficient ligand for the Pd/Cu-catalyzed homo-coupling of terminal alkynes in the presence of oxygen at room temperature

A simple, yet efficient system for PdCl2/CuI to catalyze the homo-coupling reactions of various terminal alkynes has been developed using 3-(diphenylphosphino)propanoic acid as ligand in the presence of oxygen. The alkynes, including aromatic, heteroaromatic and aliphatic alkynes, were transformed at room temperature into the corresponding 1,3-diynes in moderate to excellent yields. The turnover number was up to 1.04×103.

Copper-catalyzed aerobic oxidative transformation of ketone- Derived N-tosyl hydrazones: An entry to alkynes

A novel strategy involving Cu-catalyzed oxidative transformation of ketone-derived hydrazone moiety to various synthetic valuable internal alkynes and diynes has been developed. This method features inexpensive metal catalyst, green oxidant, good functional group tolerance, high regioselectivity and readily available starting materials. Oxidative deprotonation reactions were carried out to form internal alkynes and symmetrical diynes. Cross-coupling reactions of hydrazones with halides and terminal alkynes were performed to afford functionalized alkynes and unsymmetrical conjugated diynes. A mechanism proceeding through a Cu-carbene intermediate is proposed for the CC triple bond formation.