36809-32-2

Upstream product

• 455-13-0 4-Iodobenzotrifluoride 
• 90-30-2 N-phenyl-1-naphthylamine 
• 591-50-4 iodobenzene 
• 122-39-4 diphenylamine 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 17425-91-1 N-(trimethylsilyl)-diphenylamine 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 1548-13-6 p-trifluoromethyl-phenylisocyanate 
• 5864-44-8 potassium diphenylamide 
• 98-56-6 4-chlorobenzotrifluoride 

Downstream Products

• 288301-88-2 4-bromo-N-(4-bromophenyl)-N-(4-(trifluoromethyl)phenyl)aniline 
• 904873-75-2 N,N-bis-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-(p-trifluoromethyl)aniline 

Relevant academic research and scientific papers

Synthesis, Structure, and Reactivity of Palladium Proazaphosphatrane Complexes Invoked in C-N Cross-Coupling

The preparation and reactivity of elusive palladium proazaphosphatrane complexes that represent putative intermediates in C-N cross-coupling reactions are described. Variable transannulation in these compounds, as determined by X-ray crystallography, vali

DIARYL AMINE COMPOUND AND METHOD FOR PRODUCING THE SAME

The present invention relates to a process for the preparation of diaryl amine compounds. A compound represented by chemical formula 1, a compound represented by chemical formula 2, and a synthetic reagent in a solvent, the synthetic reagent being CsF, KF, 18 - crown -6, K. 2 CO3, [TBAT] The present invention relates to a process for the preparation of diaryl amine compounds comprising a material selected from the group consisting of a (tetrabutylammonium difluorotriphenylsilicate), TBAF (tetrabutylammonium fluoride) and combinations thereof. Chemical Formula 1. Chemical Formula 2. The diaryl amine compound can be synthesized under the absence of a transition metal to be used to synthesize diaryl amine compounds having various substituents.

Transition-Metal-Free Diarylation of Isocyanates with Arynes

A facile method for the transition-metal-free diarylation of isocyanates with arynes in the presence of cesium fluoride has been developed, which affords functionalized diaryl amines in moderate to excellent yields. This reaction has good functional group tolerance and provides excellent regioselectivity by utilizing a methoxy-substituted aryne precursor.

Biaryl Phosphine Based Pd(II) Amido Complexes: The Effect of Ligand Structure on Reductive Elimination

Kinetic studies conducted under both catalytic and stoichiometric conditions were employed to investigate the reductive elimination of RuPhos (2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl) based palladium amido complexes. These complexes were found to be the resting state in Pd-catalyzed cross-coupling reactions for a range of aryl halides and diarylamines. Hammett plots demonstrated that Pd(II) amido complexes derived from electron-deficient aryl halides or electron-rich diarylamines undergo faster rates of reductive elimination. A Hammett study employing SPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) and analogues of SPhos demonstrated that electron donation of the lower aryl group is key to the stability of the amido complex with respect to reductive elimination. The rate of reductive elimination of an amido complex based on a BrettPhos-RuPhos hybrid ligand (2-(dicyclohexylphosphino)-3,6-dimethoxy-2′,6′-diisopropoxybiphenyl) demonstrated that the presence of the 3-methoxy substituent on the "upper" ring of the ligand slows the rate of reductive elimination. These studies indicate that reductive elimination occurs readily for more nucleophilic amines such as N-alkyl anilines, N,N-dialkyl amines, and primary aliphatic amines using this class of ligands.

Feasible energy level tuning in polymer solar cells based on broad band-gap polytriphenylamine derivatives

A series of versatile broad band-gap alternating copolymers (P1, P2, P3 and P4) based on triphenylamine (TPA) and benzofurazan derivatives, differing in the substituted groups [-OC8H17, -C8H17, -CF3, -(CF3)2] in their triphenylamine units, were designed and synthesized by Suzuki polycondensation. The relationships between the substituted groups in TPA and the highest occupied molecular orbital (HOMO) energy levels, as well as the open circuit voltages (Vocs), were investigated in detail. The HOMO levels of these four polymers decreased sequentially when the substituted groups shifted from electron-donating groups [-OC8H17, -C8H17] to electron-withdrawing groups [-CF3, -(CF3)2], which led to the successive increase in Vocs of the polymer solar cells (PSCs) based on these polymers. Through the characterization of photovoltaic performance, the highest Voc, which reached up to 1.00 V, was achieved by the polymer with bis(trifluoromenthyl) substituted group (P4), which is one of the highest Voc values based on polytriphenylamine derived polymers for PSCs. Among these polymers, the one with octyl side chain (P2) showed the best photovoltaic performance with the highest short circuit current density (Jsc) and fill factor (FF), giving a Jsc of 4.84 mA cm-2, FF of 50%, Voc of 0.80 V and power conversion efficiency (PCE) of 2.22%.

A 1 - (2- [...] ) b cyclohexyl phosphine and its preparation method and application (by machine translation)

The invention provides 1-(2-arylindenyl) dicyclohexylphosphine which takes a good catalytic effect in carbon-nitrogen coupling reaction of chlorinated or brominated aromatic hydrocarbons and diphenylamine and has the general formulas shown in the specification. According to the preparation method of 1-(2-arylindenyl) dicyclohexylphosphine, 2-aryl indene serving as a raw material reacts with n-butyllithium in the presence of high-purity nitrogen to obtain 1-(2-arylindenyl) dicyclohexylphosphine. 1-(2-arylindenyl) dicyclohexylphosphine and the preparation method and application thereof have the beneficial effects that A, B, C, D, E and F can exist in the air stably; a catalyst consisting of a compound D and palladium dibenzylacetone can catalyze reactions between various chlorinated aromatic hydrocarbons and diphenylamine and the highest yield is high up to 82%; the reactions between brominated aromatic hydrocarbons with high steric hindrance and diphenylamine can be catalyzed by the catalyst and the highest yield is high up to 85%; the reactions between chlorinated or brominated heterocyclic aromatic hydrocarbons and diphenylamine can be catalyzed by the catalyst and the highest yield is high up to 62%.

Catalytic carbon-nitrogen bond-forming cross-coupling using N-trimethylsilylamines

Carbon-nitrogen bond-forming cross-coupling reaction of haloarenes with N-trimethylsilyl (TMS)-substituted secondary and primary arylamines proceeded with the aid of a palladium catalyst and a fluoride activator. Various TMS-N(aryl)2, TMS-NH(aryl), and TMS-N(alkyl)2 reacted to give the corresponding coupled products in high yields. Multi-TMS-amine nucleophiles such as N,N-(TMS)2-aniline and N,N′-Ph2-N,N′-(TMS)2-p-phenylenediamine also participated in this C-N coupling to give multiply C-N coupled products in high yields. The novel C-N cross-coupling reaction was successfully applied to C-N bond-forming polymerization. Relative rates of the cross-coupling of p-bromotoluene with N-TMS-substituted primary and secondary amines showed that N-TMS-diphenylamine reacted faster than N-TMS-N-methylaniline or N-TMS-aniline, and N-TMS-morpholine was the least reactive, indicating that the low basicity of the nitrogen nucleophile is the key for the smooth coupling.

Pd-indenyl-diphosphine: An effective catalyst for the preparation of triarylamines

A new Buchwald-type diphosphine ligand has been developed for applications in Pd-catalyzed amination reactions towards the preparation of triarylamines. The catalyst can be used to perform the amination of a diverse array of aryl and heteroaryl chlorides.

Silicon-based CN cross-coupling reaction

Palladium-catalyzed CN bond-forming cross-coupling reaction of N-trimethylsilylamines with aryl bromides and chlorides is found to proceed in the presence of a fluoride activator in 1,3-dimethyl-2-imidazolidinone (DMI), giving triarylamines in excellent yields. When aryl bromide and bis(silyl)amine were used in this reaction, double CN bondforming products were obtained in high yields. The present reaction was successfully applied to CN bond-forming polymerization.

Threefold cross-linked polystyrene-triphenylphosphane hybrids: Mono-P-ligating behavior and catalytic applications for aryl chloride cross-coupling and C(sp3)-H borylation

Covalently bound polystyrene-phosphane hybrids were prepared by a method based on radical emulsion polymerization of styrenes in the presence of a tris(p-vinylphenyl)phosphane cross-linker. These hybrids favor mono-P-ligation to transition-metal complexes and are useful for challenging catalysis, such as Pd-catalyzed C-C/C-N couplings with unactivated chloroarenes and Ir- or Rh-catalyzed C(sp3)-H borylations. Copyright