23866-67-3Relevant articles and documents
Study on Palladium(II)-Catalyzed Mono-1-alkenylation of 9 H -Carbazoles
Guo, Dongdong,Li, Bin,Gao, Wenmei,Zhang, Wuxia,Wang, Yongqiang,Zhao, Jinzhong
, p. 800 - 804 (2021)
A general and efficient method is reported for the direct mono-1-alkenylation of 9 H -carbazole molecules with divalent palladium as a catalyst and an N -(2-pyridyl)sulfanyl directing group. This method also provides an efficient synthetic route for the s
Site-Selective Aerobic C-H Monoacylation of Carbazoles Using Palladium Catalysis
Maiti, Subhadip,Mandal, Tirtha,Dash, Barada Prasanna,Dash, Jyotirmayee
, p. 1396 - 1407 (2021)
This manuscript describes the development of a remarkably general palladium-catalyzed monoacylation of carbazoles using toluene derivatives playing the dual role of acyl source and organic solvent. The method uses NHPI as the cocatalyst and oxygen as the sole oxidant. Interestingly, the acylation of monosubstituted N-pyridylcarbazoles takes place regioselectively at the C-8 position. The scope of the method is explored using aldehyde as the acyl source. This highly site-selective acylation proceeds through a radical process.
Color tuning based on a six-membered chelated iridium(III) complex with aza-aromatic ligand
Zhu, Rui,Lin, Jian,Wen, Gui-An,Liu, Shu-Juan,Wan, Jun-Hua,Feng, Jia-Chun,Fan, Qu-Li,Zhong, Gao-Yu,Wei, Wei,Huang, Wei
, p. 1668 - 1669 (2005)
A six-membered chelated iridium complex containing aza-aromatic ligand is prepared. Emission color tuning from yellow to deep red is observed for electroluminescent devices with different doping concentrations. Copyright
CuCl-Catalyzed Ullmann-Type C-N Cross-Coupling Reaction of Carbazoles and 2-Bromopyridine Derivatives
Zhao, Xiangdong,She, Yuanbin,Fang, Kun,Li, Guijie
, p. 1024 - 1033 (2017)
A CuCl-catalyzed Ullmann-type C-N cross-coupling reaction of carbazoles and 2-bromopyridine derivatives has been developed for the synthesis of N-heteroarylcarbazole derivatives employing 1-methyl-imidazole and t-BuOLi as ligand and base, respectively, both of which are found to significantly promote the reaction. Low cost and low loading of both catalyst and ligand, together with high reaction yields, render this practical reaction to be suitable for large-scale preparations and could be useful in material science.
Palladium-Catalyzed Pyridine-Directed Regioselective Oxidative C–H Acylation of Carbazoles by Using Aldehydes as the Acyl Source
Maiti, Subhadip,Burgula, Laxminarayana,Chakraborti, Gargi,Dash, Jyotirmayee
, p. 332 - 340 (2017)
We herein report a highly regioselective reaction for the palladium-catalyzed oxidative acylation of carbazole derivatives with various aromatic and aliphatic aldehydes as the acyl source. The carbazole derivatives are N-protected with an easily removable pyridine moiety, which directs the Pd-catalyzed ortho acylation to occur at the C-1 and C-8 positions. The reactions of dibromo- and diiodo-substituted N-pyridylcarbazole derivatives, however, provide only the 1-acylated products. This method can be applied to a broad scope of substrates. A reaction mechanism has also been proposed.
Green-emitting phosphorescent iridium(III) complex: Structural, photophysical and electrochemical properties
Thamilarasan,Jayamani,Manisankar,Kim, Young-Inn,Sengottuvelan
, p. 240 - 245 (2013)
A new iridium(III) complex [Ir(cpy)2(prz)], (cpy = 9-(pyridin-2-yl)-9H-carbazole; prz = pyrazine-2-carboxylic acid) has been synthesized and characterized. The molecular structure of [Ir(cpy) 2(prz)] was confirmed by a single-crystal X-ray diffraction. The iridium metal center adopts a distorted octahedral structure coordinated to two cpy and one prz ligand, showing cis C-C and trans N-N chelate dispositions. The photophysical, electrochemical properties and thermal stability of the complex were investigated. The complex showed green luminescence and good electrochemical stability with high lying HOMO energy levels.
Buchwald-Hartwig Amination of Coordinating Heterocycles Enabled by Large-but-Flexible Pd-BIAN-NHC Catalysts**
Li, Dong-Hui,Lan, Xiao-Bing,Song, A-Xiang,Rahman, Md. Mahbubur,Xu, Chang,Huang, Fei-Dong,Szostak, Roman,Szostak, Michal,Liu, Feng-Shou
supporting information, (2021/12/06)
A new class of large-but-flexible Pd-BIAN-NHC catalysts (BIAN=acenaphthoimidazolylidene, NHC=N-heterocyclic carbene) has been rationally designed to enable the challenging Buchwald-Hartwig amination of coordinating heterocycles. This robust class of BIAN-NHC catalysts permits cross-coupling under practical aerobic conditions of a variety of heterocycles with aryl, alkyl, and heteroarylamines, including historically challenging oxazoles and thiazoles as well as electron-deficient heterocycles containing multiple heteroatoms with BIAN-INon (N,N′-bis(2,6-di(4-heptyl)phenyl)-7H-acenaphtho[1,2-d]imidazol-8-ylidene) as the most effective ligand. Studies on the ligand structure and electronic properties of the carbene center are reported. The study should facilitate the discovery of even more active catalyst systems based on the unique BIAN-NHC scaffold.
Palladium-catalyzed C-H bond activation for the assembly of: N -aryl carbazoles with aromatic amines as nitrogen sources
Liu, Xiaobing,Sheng, Heyun,Zhou, Yao,Song, Qiuling
supporting information, p. 1665 - 1668 (2020/02/18)
A convenient and efficient palladium-catalyzed C-H bond activation for the assembly of N-aryl carbazole is reported, in which two C-N bonds were formed under one set of conditions. The desired carbazoles were achieved in decent yields with a wide substrate scope by utilizing readily available 2-iodo biphenyls and aromatic amines as starting materials.
Metal complex as well as preparation method and application thereof
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Paragraph 0081; 0116-0118, (2020/10/04)
The invention provides a metal complex with a structure represented by a formula (I). The novel [NOON] tetradentate fourth subgroup metal complex provided by the invention is good in thermal stabilityand high in catalytic activity, is used as a main catal
"on Water" Promoted Ullmann-Type C-N Bond-Forming Reactions: Application to Carbazole Alkaloids by Selective N-Arylation of Aminophenols
Chakraborti, Gargi,Paladhi, Sushovan,Mandal, Tirtha,Dash, Jyotirmayee
, p. 7347 - 7359 (2018/07/29)
The Ullmann-type cross coupling of a variety of aromatic, aliphatic amines with aryl halides is reported using a CuI-based catalytic system in combination with an easily accessible prolinamide ligand in aqueous media. The method is mild and tolerant to air, moisture, and a wide range of functional groups, providing a novel way to access a variety of aminated products. Secondary amines like heteroaromatic amines and nucleobases have also been used, affording the corresponding coupling products in good to excellent yields. Moreover, this method has been employed for chemoselective C-N arylation of aminophenols and further utilized for the synthesis of carbazole natural products, avoiding the protection and deprotection steps.
