25287-19-8

Usage

InChI:InChI=1/C14H12ClN/c1-11(12-5-3-2-4-6-12)16-14-9-7-13(15)8-10-14/h2-10H,1H3/b16-11+

Upstream product

• 106-47-8 4-chloro-aniline 
• 98-86-2 acetophenone 
• 26456-05-3 10-methylacridinium perchlorate 
• 618-34-8 1-chlorostyrene 
• 1158041-52-1 1-(4-chlorophenyl)-1-phenylethan-1-amine 
• 59767-24-7 1-(4-chloro-phenyl)-1-phenyl-ethanol 
• 536-74-3 phenylacetylene 
• 20102-12-9 2-hydroxy-2-phenylpropionitrile 
• 81512-04-1 α-(p-chloroanilino)-α-phenylpropionitrile 

Downstream Products

• 881846-79-3 4-chloro-N-(1-phenylethyl)benzenamine 
• 895537-30-1 (S)-4-chloro-N-(1-phenylethyl)aniline 
• 895537-30-1 (R)-4-chloro-N-(1-phenylethyl)aniline 
• 895537-30-1 (+)-N-(4-chlorophenyl)-1-phenylethylamine 
• 895537-30-1 (-)-N-(4-chlorophenyl)-1-phenylethylamine 
• 1259659-02-3 1-(4-chloro-phenyl)-2-phenyl-1H-indole 
• 23746-76-1 5-chloro-2-phenylindole 
• 25187-19-3 6-chloro-2-phenyl-quinoxaline 
• 123217-59-4 2-(4-chlorophenyl)-3-methyleneisoindolin-1-one 
• 68014-56-2 N-(4-chlorophenyl)-N-phenylacetamide 
• 895537-30-1 C₁₄H₁₄ClN 
• 261505-54-8 3-acetyl-1-(4-chlorophenyl)-4-hydroxy-6-phenyl-pyridin-2(1H)-one 
• 261505-52-6 6-(4-chlorophenyl)-4-hydroxy-7-phenyl-pyrano[3,2-c]pyridine-2,5(6H)-dione 
• 860196-87-8 (4-chloro-phenyl)-(6-chloro-2-phenyl-[4]quinolyl)-amine 

Relevant academic research and scientific papers

Mononuclear dpp-Bian gallium complexes: Synthesis, crystal structures, and reactivity toward alkynes and enones

Treatment of (dpp-Bian)Ga-Ga(dpp-Bian) (1) (dpp-Bian = 1,2-bis[(2,6-diisopropylphenyl)imino]acenaphthene) with iodine gives (dpp-Bian)Ga(I)-Ga(I)(dpp-Bian) (2), which reacts in situ with K(C5H4CH2CH2NMe2) (KCpDo) or K(OCH2CH2NMe2) (KORDo) to produce the monomeric species (dpp-Bian)GaCpDo (3) and (dpp-Bian)GaORDo (4), respectively. Complex 3 reacts with PhCi≡CH to give the paramagnetic derivative (dpp-Bian)Ga(Ci≡CPh)2 (5), while compound 4 is inert toward this alkyne. In contrast, monomeric (dpp-Bian)Ga(S2CNMe2) (6) reacts with PhCi≡CH and HCi≡CH to give the cycloaddition products [dpp-Bian(PhC=CH)]Ga(S2CNMe2) (7) and [dpp-Bian(HC=CH)]Ga(S2CNMe2) (8). The related compounds [dpp-Bian(MeC=CC(O)OMe)]Ga(S2CNMe2) (9) and [dpp-Bian(CH2CH=C(Me)O)]Ga(S2CNMe2) (10) have been obtained in the reactions of complex 6 with methyl 2-butynoate and methyl vinyl ketone, respectively. New complexes have been characterized by 1H NMR (3, 4, and 7-10) and ESR (5) spectroscopy; their molecular structures have been established by single-crystal X-ray analysis. The catalytic activity of complex 6 in the hydroamination and hydroarylation of alkynes has been examined.

Deposition of highly dispersed gold nanoparticles onto metal phosphates by deposition-precipitation with aqueous ammonia

An efficient method for depositing gold nanoparticles onto metal phosphate has been developed. Deposition-precipitation with aqueous ammonia enabled small gold nanoparticles to be deposited onto a series of metal phosphates with high dispersity and density. A detailed investigation of the mechanism of the formation of gold nanoparticles corroborated that strong interaction between a gold-ammine complex formed by the treatment of HAuCl4 with ammonia and positively-charged metal phosphates was responsible for the formation of highly dispersed gold nanoparticles. Furthermore, the thus-prepared gold catalysts supported on metal phosphates showed higher catalytic activity than those supported on metal oxides for the hydroamination of terminal alkynes. This journal is

Iodine-mediated 1,2-aryl migration of primary benzhydryl amines

An iodine-mediated 1,2-aryl migration reaction of primary benzhydryl amines under transition metal-free conditions has been achieved. The crude imines generated by this rearrangement reaction can be directly transformed into various aromatic secondary ami

Diethylsilane as a Powerful Reagent in Au Nanoparticle-Catalyzed Reductive Transformations

Diethylsilane (Et2SiH2), a simple and readily available dihydrosilane, that exhibits superior reactivity, as compared to monohydrosilanes, in a series of reductive transformations catalyzed by recyclable and reusable Au nanoparticles (1 mol-%) supported on TiO2. It reduces aldehydes or ketones almost instantaneously at ambient conditions. It can be used in a one pot rapid reductive amination procedure, in which premixing of aldehyde and amine is required prior to the addition of the reducing agent and the catalyst, even in a protic solvent. An unprecedented method for the synthesis of N-arylisoindolines is also shown in the reductive amination between o-phthalaldehyde and anilines. In this transformation, it is proposed that the intermediate N,2-diphenylisoindolin-1-imines are reduced stepwise to the isoindolines. Finally, Et2SiH2 readily reduces amides into amines in excellent yields and shorter reaction times relative to previously known analogous nano Au(0)-catalyzed protocols.

PdII Complexes with N-(Diadamantylphosphanyl)diaminocarbene and Related Ligands: Synthesis and Catalytic Applications in Intermolecular Alkyne Hydroaminations

A new N-diadamantylphosphanyldiaminocarbene 5 is prepared, isolated, and characterized. The carbene appears to be much more stable than previously reported di-tert-butyl congeners. The molecular structure of the carbene is determined by X-ray diffraction

Gallium Complexes with Acenaphthene-1-Imino-2-one: Synthesis and Reactivity

The reduction of acenaphthene-1-(2,6-diisopropylphenyl)imino-2-one (Dpp-Mian) by gallium in the presence of iodine primarily results in a bis(ligand) paramagnetic derivative [(Dpp-Mian)2GaI] and then to a dimeric diamagnetic complex [(Dpp-Mian)

Neutral and cationic cyclic (alkyl)(amino)carbene mercury [cAAC-Hg(ii)] complexes: Scope of hydroamination of alkynes with organomercury compounds

This study demonstrates the first synthesis of cyclic (alkyl)(amino)carbene (cAAC) adducts of Hg(ii), [cAACMe·HgBr(μ-Br)]2 (1a) and [cAACcy·HgBr(μ-Br)]2 (1b). Adduct 1b catalyzes intermolecular hydroamination of

Single-Step Synthesis of Dinuclear Neutral Gold(I) Complexes with Bridging Di(N-heterocyclic carbene) Ligands and Their Catalytic Performance in Cross Coupling Reactions and Alkyne Hydroamination

We report on a single-step procedure for the synthesis of dinuclear gold(I) complexes with bridging di(N-heterocyclic carbene) (diNHC) ligands of general formula Au2Br2L1-9 (L = diNHC). The obtained complexes differ in the bridging group between the carbene donors and in the terminal wingtip substituents at the imidazol-2-ylidene rings. The complexes have been characterized by means of elemental analysis, NMR spectroscopy, ESI-MS spectrometry, and single-crystal X-ray structure analysis. The dinuclear gold(I) complexes have been tested as homogeneous catalysts in technologically relevant reactions such as the cross coupling between phenylboronic acid and aryl bromides and the intermolecular hydroamination of alkynes. The catalytic performance has been compared for complexes Au2Br2L1-9 and the benchmark mononuclear complex IPrAuCl.

HΒ Catalyzed Condensation Reaction Between Aromatic Ketones and Anilines: To Access Ketimines (Imines)

Abstract: A simple approach for the formation of imines by condensation of ketones and anilines over heterogeneous catalyst (Hβ zeolite) has been successfully developed. The present catalytic system scope was explored for various aromatic ketones and anil

“Half-sandwich” Schiff-base Ir(III) complexes as anticancer agents

A series of “half-sandwich” Schiff-base Ir(III) complexes were synthesized and investigated for their in vitro activities against the leukemia K562 cell line. These compounds demonstrated antiproliferative activities against K562 cells with IC50 values of 0.26–4.77 μM. In particular, compound 10c showed cytotoxicity against five cancer cell lines/sublines and stronger activities than cisplatin in K562, K562/A02, MCF-7, MCF-7/ADM, and A549 cells. Mechanism studies illustrated that compound 10c increased the level of reactive oxygen species and induced apoptosis of K562 cells. This compound effectively decreased the mitochondrial membrane potential and the protein level of Bcl-2. It also increased the protein levels of Bax, caspase-3, and caspase-9, and led to release of cytochrome c in K562 cells, indicating that the apoptosis induced by compound 10c was mediated by the intrinsic mitochondria apoptosis pathway.