19164-92-2

Usage

Uses

Used in Coordination Chemistry:
4-(Phenylamino)-2-(phenylimino)-3-pentene, min. 98% NacNac is used as a stabilizing ligand for metal complexes in coordination chemistry. Its structure allows for the control of metal reactivity, making it a valuable component in the synthesis of various metal complexes.
Used in Catalysis Applications:
In the field of catalysis, 4-(Phenylamino)-2-(phenylimino)-3-pentene, min. 98% NacNac is employed as a catalyst or a catalyst precursor. Its ability to stabilize metal complexes contributes to the efficiency and selectivity of catalytic reactions, which is crucial for various industrial processes.
Used in Organic Synthesis:
4-(Phenylamino)-2-(phenylimino)-3-pentene, min. 98% NacNac is utilized as a reagent or intermediate in organic synthesis. Its unique structure and high purity make it suitable for the preparation of complex organic molecules, particularly those requiring the formation of phenylamino and phenylimino groups.
Used in Chemical Research:
In chemical research, 4-(Phenylamino)-2-(phenylimino)-3-pentene, min. 98% NacNac serves as a model compound for studying the properties and reactions of NacNac ligands. Its high purity ensures the reliability of experimental results, facilitating the understanding of ligand-metal interactions and their implications in various chemical processes.
Used in Pharmaceutical Industry:
4-(Phenylamino)-2-(phenylimino)-3-pentene, min. 98% NacNac is used as a building block or a synthetic intermediate in the pharmaceutical industry. Its unique structure can be incorporated into drug molecules to modulate their properties, such as solubility, stability, and biological activity.
Used in Material Science:
In material science, 4-(Phenylamino)-2-(phenylimino)-3-pentene, min. 98% NacNac is employed in the development of new materials with specific properties. Its ability to form stable metal complexes can contribute to the creation of materials with tailored characteristics, such as catalytic activity, optical properties, or electronic behavior.

Upstream product

• 49784-51-2 4-chloropent-3-en-2-one 
• 62-53-3 aniline 
• 7294-89-5 4-(phenylamino)pent-3-en-2-one 
• 24345-25-3 3-methoxy-1-methyl-but-2-enylideneamine; methyl sulfate 
• 123-54-6 acetylacetone 
• 108-91-8 cyclohexylamine 
• 59487-11-5 N-isopropyl-4-amino-3-penten-2-one 
• 59487-13-7 N-tert-butyl-4-amino-3-penten-2-one 
• 1510707-07-9 C₁₀H₁₇NO 
• 16195-91-8 N-cyclohexyl-4-amino-3-penten-2-one 

Downstream Products

• 1510680-78-0 C₁₅H₂₆N₂ 

Relevant academic research and scientific papers

Werner-Type Complexes of Uranium(III) and (IV)

Transmetalation of the β-diketiminate salt [M][MenacnacPh] (M+ = Na or K; MenacnacPh- = {PhNC(CH3)}2CH-) with UI3(THF)4 resulted in the formation

Rational Design of an Iron-Based Catalyst for Suzuki–Miyaura Cross-Couplings Involving Heteroaromatic Boronic Esters and Tertiary Alkyl Electrophiles

Suzuki–Miyaura cross-coupling reactions between a variety of alkyl halides and unactivated aryl boronic esters using a rationally designed iron-based catalyst supported by β-diketiminate ligands are described. High catalyst activity resulted in a broad substrate scope that included tertiary alkyl halides and heteroaromatic boronic esters. Mechanistic experiments revealed that the iron-based catalyst benefited from the propensity for β-diketiminate ligands to support low-coordinate and highly reducing iron amide intermediates, which are very efficient for effecting the transmetalation step required for the Suzuki–Miyaura cross-coupling reaction.

Synthesis of Lewis Acidic, Aromatic Aminotroponiminate Zinc Complexes for the Ring-Opening Polymerization of Cyclic Esters

Three novel aminotroponiminate (ATI) zinc complexes I-III (I = [(Ph2)ATI]Zn-N(SiMe3)2, II = [(C6H3-2,6-C2H5/Ph)ATI]Zn-N(SiMe3)2, and III = [(C6H

The steric influence of β-diketiminato ligands on the coordination chemistry of lead(II)

Three new β-diketiminatolead(II) chlorides have been synthesised, including [(BDIDMP)PbCl], [(BDIIPP)PbCl] and [(BDIPh)PbCl] (BDIDMP = [N{(2,6-Me2C6H3)C(Me)}2CH], BDI

Friedel-crafts alkylation of toluene as a parallel reaction in propylene dimerization catalyzed by nickel β-diimine complex/EASC in homogeneous phase

Propylene oligomerization was performed using dibromo-bis(N,N'-diphenylpentane-2,4- diimine)nickel(II) complex as catalytic precursor combined with ethyl aluminum sesquichloride (Al2Et3Cl3, EASC) as co-catalyst. At 10 °C, using toluene as solvent, high turnover frequencies (up to 57,000 h-1) with high selectivities to C6 products (up to > 99percent) and moderate linear C6 selectivity (up to 29percent) were obtained. Under our reaction conditions propylene reacted with toluene through Friedel-Crafts reaction. Increasing the concentration of catalyst precursor keeping the nickel complex/co-catalyst ratio constant increased the selectivity of the oligomerization products vs. Friedel-Craft products.

A highly active and general catalyst for the stille coupling reaction of unreactive aryl, heteroaryl, and vinyl chlorides under mild conditions

A β-diketiminatophosphane-palladium complex was found to act as an efficient and general catalyst in the Stille coupling reaction of various aryl and heteroaryl chlorides with organostannanes. The results show that this catalytic system allows for the use of less reactive substrates such as deactivated or sterically hindered aryl chlorides. A catalyst loading of 0.5 mol% was sufficient to achieve excellent performance under relatively mild reaction conditions. Furthermore, the scope of catalyst was extended to the coupling of vinyl chlorides. Copyright

Novel syntheses of symmetric Alkyl-substituted β-Diketimines with Dimethylsulfate assisted by microwave

We present an efficient and new preparative method for the symmetric β-diketimines assisted by microwave. A series of N,N'-symmetrically alkyl substituted β-diketimines have been synthesized from the reaction of Oacylation with dimethylsulfate. Higher rep

An extremely active and general catalyst for Suzuki coupling reaction of unreactive aryl chlorides

β-Diketiminatophosphane Pd complex 2a acted as a powerful catalyst which allows easy access to the Suzuki coupling reaction of less reactive aryl chlorides under mild conditions. A wide range of sterically hindered and deactivated aryl chlorides could be efficiently coupled at a low catalyst loading of 0.1 mol %. Furthermore, this catalytic system also proved to be highly effective in one-pot multiple couplings.

Highly active palladium catalyst for the sonogashira coupling reaction of unreactive aryl chlorides

This communication reports on the β-diketiminatophosphane palladium-catalyzed copper-free Sonogashira coupling of aryl chlorides with alkynes. A catalyst loading of 0.5 mol% is sufficient to achieve high performance under relatively mild reaction conditio

An efficient and general method for the heck and buchwald-hartwig coupling reactions of aryl chlorides

The β-diketiminatophosphane Pd complex acted as a powerful catalyst for the Heck coupling of aryl chlorides with alkenes. Various aryl and heteroaryl chlorides were coupled efficiently under relatively mild conditions. Furthermore, this catalytic system also proved to be highly active in the Buchwald-Hartwig coupling of deactivated and sterically hindered aryl chlorides at room temperature.