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Benzenamine, 4-methyl-N-(1-phenylethylidene)-, also known as 4-methyl-N-(1-phenylethylidene)aniline or 4-methyl-N-(1-phenylethylidene)benzenamine, is an organic compound with the chemical formula C15H15N. It is a derivative of aniline, featuring a phenylethylidene group attached to the nitrogen atom and a methyl group on the benzene ring. Benzenamine, 4-methyl-N-(1-phenylethylidene)- is characterized by its yellowish color and is used in the synthesis of various dyes, pigments, and pharmaceuticals. It is an important intermediate in the production of certain azo dyes and has applications in the chemical industry due to its reactivity and versatility in forming different chemical structures.

4209-15-8

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4209-15-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4209-15-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,0 and 9 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 4209-15:
(6*4)+(5*2)+(4*0)+(3*9)+(2*1)+(1*5)=68
68 % 10 = 8
So 4209-15-8 is a valid CAS Registry Number.

4209-15-8Relevant academic research and scientific papers

Activation of a Hydroamination Gold Catalyst by Oxidation of a Redox-Noninnocent Chlorostibine Z-Ligand

Yang, Haifeng,Gabbal, Fran?ois P.

, p. 13425 - 13432 (2015)

In search of new platforms that support redox-controlled catalysis, we have investigated the noninnocent behavior of chlorostibine ligands coordinated to gold. The gold chlorostibine complex ((o-(Ph2P)C6H4)2SbCl

Regioselective mercury(I)/palladium(II)-catalyzed single-step approach for the synthesis of imines and 2-substituted indoles

Delgado, Francisco,Gutiérrez, Rsuini U.,Hernández-Montes, Mayra,Mendieta-Moctezuma, Aarón,Tamariz, Joaquín

, (2021/07/21)

An efficient synthesis of ketimines was achieved through a regioselective Hg(I)-catalyzed hydroamination of terminal acetylenes in the presence of anilines. The Pd(II)-catalyzed cycliza-tion of these imines into the 2-substituted indoles was satisfactorily carried out by a C-H acti-vation. In a single-step approach, a variety of 2-substituted indoles were also generated via a Hg(I)/Pd(II)-catalyzed, one-pot, two-step process, starting from anilines and terminal acetylenes. The arylacetylenes proved to be more effective than the alkyl derivatives.

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

Chang, Junbiao,Du, Yangxu,Hao, Wei,Hou, Jiao,Lu, Qing,Yu, Wenquan

supporting information, p. 16223 - 16226 (2021/09/22)

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

Gold(I) complexes bearing ring-fused benzoxazine-derived triazolylidenes and their use in C–N bond-forming processes

Campos-Dominguez, Emmanuel,Vasquez-Perez, Jose,Rojas-Lima, Susana,Lopez-Ruiz, Heraclio,Mendoza-Espinosa, Daniel

, (2020/12/07)

We report the synthesis and full characterization of a novel series of ring-fused benzoxazine-derived triazolium salts (1a–c) and their corresponding triazolylidene gold(I) complexes (2a–c). All new compounds were fully characterized by means of 1H and 13C NMR spectroscopy, elemental analyses, and mass spectroscopy and in the case of triazoliums 1a and 1b by single-crystal X-ray diffraction. The new triazolylidene gold complexes (2a–c) were tested as precatalysts in the hydroamination and hydrohydrazination of terminal alkynes employing aniline derivatives and hydrazine as nitrogen sources, respectively.

Syntheses of Triangular Gold Complexes and Their Applications in Hydroamination Reaction

Li, Jia,Li, Xujun,Sun, Lei,Wang, Xiaoshuang,Yuan, Lixia,Wu, Lingang,Liu, Xiang,Wang, Yanlan

supporting information, p. 4230 - 4237 (2021/09/25)

Triangular all-metal complexes have aroused our research interest due to their unique structural and properties. Herein, through the facile reduction of μ3-oxo complex [μ3-O(PPh3Au)3]+BF4s

Construction of Stable Metal–Organic Framework Platforms Embedding N-Heterocyclic Carbene Metal Complexes for Selective Catalysis

Kim, Hyunyong,Kim, Hyunseok,Kim, Kimoon,Lee, Eunsung

supporting information, p. 18687 - 18697 (2021/12/17)

We report a bottom-up approach to immobilize catalysts into MOFs, including copper halides and gold chloride in a predictable manner. Interestingly, the structures of MOFs bearing NHC metal complexes maintained a similar 4-fold interpenetrated cube. They

Catalytic Arylative Endo Cyclization of Gold Acetylides: Access to 3,4-Diphenyl Isoquinoline, 2,3-Diphenyl Indole, and Mesoionic Normal NHC–Gold Complex

Wang, Jiwei,Yuan, Kemeng,Wang, Gendi,Liu, Ye,Zhang, Jun

supporting information, p. 212 - 217 (2020/12/07)

3,4-Diphenyl isoquinoline and 2,3-diphenyl indole are readily accessed by catalytic selective bis-arylative endo cyclization of gold acetylides. The synthetic approach could be also extended to prepare six-membered mesoionic NHC complex, which could furth

Chiral N-heterocyclic carbene-iridium complexes for asymmetric reduction of prochiral ketimines

Kathuria, Lakshay,Samuelson, Ashoka G.

, (2020/12/28)

Enantioselective reduction of imines to the corresponding chiral secondary amines has been studied using a series of chiral half-sandwich iridium complexes. Chiral N-heterocyclic carbene (NHC) ligands in these complexes were synthesized from readily available, naturally occurring amino acids. Inexpensive phenylsilane was used as a convenient hydrogen donor. Under the optimized conditions, Ir-NHC complexes could reduce ketimines in good yields, albeit with moderate enantiomeric excess (ee). The phenylglycine derived chiral NHC was shown to give the best Ir catalyst and it also gave the maximum ee compared to catalysts prepared from other NHCs in this series. The opposite enantiomer of the reduction product was always obtained while using the Ir complex bearing a valine based NHC. The yields were consistently high with a variety of imine substrates having different steric and electronic demands.

Terphenyl(bisamino)phosphines: Electron-rich ligands for gold-catalysis

Fischer, Malte,Hering-Junghans, Christian,Schmidt, Christoph,Schumann, André,Siewert, Jan-Erik,Taeufer, Tobias

supporting information, p. 12354 - 12364 (2020/10/02)

Terphenyl(bisamino)phosphines have been identified as effective ligands in cationic gold(i) complexes for the hydroamination of acetylenes. These systems are related to Buchwald phosphines and their steric properties have been evaluated. Effective hydroamination was noted even at low catalyst loadings and a series of cationic gold(i) complexes has been structurally characterized clearly indicating stabilizing effects through gold-arene interactions.

Ruthenium N-Heterocyclic Carbene Complexes for Chemoselective Reduction of Imines and Reductive Amination of Aldehydes and Ketones

Kathuria, Lakshay,Samuelson, Ashoka G.

supporting information, (2020/06/17)

Chemoselective reduction of imines to secondary amines is catalyzed efficiently by tethered and untethered, half-sandwich ruthenium N-heterocyclic carbene (NHC) complexes at room temperature. The untethered Ru-NHC complexes are more efficient as catalysts for the reduction of aldimines and ketimines than the tethered complexes. Using the best untethered complex as a catalyst, electronic and steric demands on the reaction was probed using a series of imines. Chemoselectivity of the catalyst towards imine reduction was tested by performing inter and intramolecular competitive reactions in a variety of ways. The catalyst exhibits a very high TON and TOF under anaerobic conditions.

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