58300-70-2

Upstream product

• 17573-94-3 4-ethynyl-N,N-dimethylaniline 
• 19524-06-2 4-bromopyridine hydrochloride 
• 85609-00-3 (E/Z)-2-chloro-1-<4-(N,N-dimethylamino)phenyl>ethene 
• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 56512-48-2 4-(3-methyl-3-hydroxy-1-butynyl)-N,N-dimethylaniline 
• 40230-97-5 N,N-dimethyl-4-[(trimethylsilyl)ethynyl]aniline 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 2124-31-4 4'-dimethylaminoacetophenone 
• 1053659-39-4 3-bromo-6-chloropyridine-2-carbonitrile 
• 586-78-7 para-nitrophenyl bromide 
• 1379574-51-2 1-((4-trifluoromethylphenyl)ethynyl)imidazo[1,5-a]pyridine 
• 705-31-7 4-trifluoromethylphenylacetylene 
• 1271-47-2 ferroceneacetylene 
• 586-77-6 4-bromo-N,N-dimethylaniline 

Downstream Products

• 1000874-10-1 (4-{2-(dicyanomethylene)-1,4-bis[4-(dimethylamino)phenyl]but-3-yn-1-ylidene}-cyclohexa-2,5-dien-1-ylidene)malononitrile 
• 1403605-56-0 2-{1,4-bis[4-(dimethylamino)phenyl]-1-[2,3,4,5-tetrakis(triisopropylsilylethynyl)cyclopenta-2,4-dien-1-ylidene]but-3-yn-2-ylidene}malononitrile 

Relevant academic research and scientific papers

Amino-Supported Palladium Catalyst for Chemo- and Stereoselective Domino Reactions

A solid amino-supported palladium catalyst is used in an oxidative domino reaction for the diastereoselective construction of alkyne-substituted cyclopentenol compounds. This heterogeneous catalyst exhibits high efficiency and excellent chemoselectivity, as well as good recyclability. The chemoselectivity of the domino reactions was readily controlled by switching the solvent and catalyst. Asymmetric syntheses and an oxidative carbocyclization-borylation reaction have also been developed based on the heterogeneous palladium catalyst.

Tuning of cross-Glaser products mediated by substrate-catalyst polymeric backbone interactions

Tuning of cross-Glaser products using different polymeric backbones supported by copper oxide nano-catalysts has been demonstrated by tweaking the substrate-catalyst interactions under greener conditions. Further, highly reactive magnetically separable and recyclable catalyst with scalability is demonstrated.

Copper-Mediated Deacylative Coupling of Ynones via C-C Bond Activation under Mild Conditions

The intermolecular deacylative coupling of unstrained ynones via C-C bond activation was accomplished by a CuCl-bpy system under mild reaction conditions. This protocol features facile cleavage of the C-C bond at room temperature, broad substrate scope, and efficient construction of important symmetric and unsymmetrical 1,3-diyne adducts through homo or cross coupling of ynones, respectively. The preliminary mechanistic investigations indicated that an acyl copper(III) complex is likely involved in this process.

Metal-acetylide addition to tetracyanoethylene

Two push-pull chromophores that have shown utility in the field of molecular electronics and non-linear optics are DDMEBT (1, 2-(4-dimethylamino)phenyl)-3-((4-(dimethylamino)phenyl)ethynyl)buta-1,3-diene-1,1,4,4-tetracarbonitrile) and TDMEE (2, 4-(4-dimet

Cooperative effect of spacer and Lewis base on highly reversible spectral changes of the octaethylporphyrin chromatic system in sensitivity, stability, and visibility to trifluoroacetic acid

The diacetylene-group connected chromatic system of [octaethylporphyrin]-[spacer]-[Lewis base] triads (OEP-SPC-LB) was conclusively studied, in which a trigger-like interaction of the terminal LB with trifluoroacetic acid (TFA) dramatically affects the inherent electronic properties of OEP. The 1HNMR, IR, and electronic absorption spectral properties of these OEP derivatives were examined, and were contemplated in view of a cooperative effect of SPC and LB on their OEP nucleus. Based on the results from this study, the structural elements for molecular design will be proposed in order to improve their reversible spectral changes between neutral and acidic media in terms of sensitivity, stability, and visibility to TFA.

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.

Nonafluorobutanesulfonyl azide as a shelf-stable highly reactive oxidant for the copper-catalyzed synthesis of 1,3-diynes from terminal alkynes

Nonafluorobutanesulfonyl azide is a highly efficient reagent for the copper-catalyzed coupling of terminal alkynes to give symmetrical and unsymmetrical 1,3-diynes in good to excellent yields and with good functional group compatibility. The reaction is e

Cu-modified hydroxy-apatite as catalyst for Glaser-Hay CC homo- coupling reaction of terminal alkynes

The oxidative Glaser-Hay coupling reaction of terminal alkynes is a very important reaction in organic chemistry to achieve the synthesis of diyne compounds. In general the reaction is performed under homogeneous conditions using Cu(I) or Cu(II) salts in the presence of a reagent such as tetramethylethylenediamine (TMEDA), which can bind to copper ions, an organic base and dioxygen. Although this reaction is known for a long time, the mechanism is still under discussion. Pursuing our investigations on the use of apatites as catalysts for organic reactions we highlight in this work how it is possible to catalyze the Glaser-Hay reaction under heterogeneous conditions using a Cu-modified hydroxyapatite (Cu-HAp). With several para-substituted phenyl-acetylenes and alkynols we show that Cu-HAp acts as catalyst for CC coupling reactions leading to diyne derivatives in high yields without using auxiliary chelating molecules and organic bases. These heterogeneous conditions allow an easy recovery of the catalyst and simplify the purification work-up.

Synthesis and Solid-State Polymerization of 4-(Dimethylamino) phenylbutadiyne Derivatives and Their Charge-Transfer Complexes

(Five urethane derivatives of 8-[4-(dimethylamino)phenyl]octa-5,7-diyn-1-ol were synthesized. They could be polymerized in the solid state to give conjugated backbones although structural regularity seemed to be not so high. Formability of chargetransfer

Synthesis and properties of 1,1′-bis[p-(N,N-dimethylaminophenyl)- butadiynyl]ferrocene: A methodology for proton-mediated reversible conformation control of two function sites

An extended π-electronic conjugation system of the 1,1′-bis[p-(N, N-dimethylaminophenyl)butadiynyl]ferrocene derivative 1 has been synthesized, with our integrated cross-coupling reaction between the corresponding TMS-protected acetylenes in one-pot. Quantitative 1H NMR and UV-vis spectral studies of 1 have been performed, providing a methodology for molecular functions transformable by a proton-mediated reversible conformation control.