21441-24-7Relevant articles and documents
Efficient greenish-blue phosphorescent iridium(III) complexes containing carbene and triazole chromophores for organic light-emitting diodes
Li, Hong,Yin, Yong-Ming,Cao, Hong-Tao,Sun, Hai-Zhu,Wang, Li,Shan, Guo-Gang,Zhu, Dong-Xia,Su, Zhong-Min,Xie, Wen-Fa
, p. 55 - 62 (2014)
Two heteroleptic iridium(III) complexes using carbene as cyclometalated ligands and pyridine-triazole as ancillary ligand, namely (fpmi) 2Ir(mtzpy) (1) and (fpmi)2Ir(phtzpy) (2) [fpmi = 1-(4-fluorophenyl)-3-methylimdazolin-2-ylidene-C,C2′, mtzpy = 2-(5-methyl-2H-1,2,4-triazol-3-yl)pyridine, phtzpy = 2-(5-phenyl-2H-1,2,4- triazol-3-yl)pyridine], were synthesized and their structural, photophysical and electrochemical properties investigated systematically. Both complexes exhibit bright greenish-blue phosphorescence (λmax ～490 nm) with quantum yields of about 0.50. Comprehensive density functional theory (DFT) approach was then performed to gain insights into their photophysical and electrochemical characters. The fabrication of organic light-emitting diodes (OLEDs), employing complexes 1 and 2 as phosphorescent dopants, was successfully achieved. Among them, the device based on 1 exhibited considerable power efficiency (ηp) of 11.43 lm W-1 and current efficiency (ηc) of 11.78 cd A-1. With the merit of intrinsic characteristic of complex 1, a white OLED comprised of 1 and one orange phosphor (pbi)2Ir(biq) achieved a peak ηp of 9.95 lm W -1 and ηc of 10.81 cd A-1, together with Commission Internationale de l'Eclairage (CIE) coordinates of (0.34, 0.40). The results indicate that two iridium(III) complexes reported here are promising phosphorescent dyes for OLEDs.
Immobilization of copper(II) into polyacrylonitrile fiber toward efficient and recyclable catalyst in Chan-Lam coupling reactions
Zhang, Chenlu,Zhu, Hai,Gang, Kaiyue,Tao, Minli,Ma, Ning,Zhang, Wenqin
, (2021/02/09)
A series of polyacrylonitrile fiber (PANF)-supported copper(II) catalysts were prepared through the immobilization of Cu(II) into prolinamide-modified PANF (PANPA-2F) and subsequently used for the synthesis of diverse N-arylimidazoles from arylboronic acids and imidazole. The prepared Cu(II)@PANPA-2Fs were well characterized by mechanical strength, FT-IR, XRD, XPS and SEM. Among them, CuCl2@PANPA-2F exhibited excellent catalytic performance, and its activity was significantly affected by the Cu loading. This catalytic system also displayed good activity in the synthesis of N-arylsulfonamides from arylboronic acids and tosyl azide. It was highly efficient in gram-scale reactions and could be reused five times. The advantages of low cost, easy preparation, good durability and facile recovery make the fiber catalyst attractive.
Core-shell Cu2S:NiS2@C hybrid nanostructure derived from a metal-organic framework with graphene oxide for photocatalytic synthesis of N-substituted derivatives
Yusuf, Mohammad,Hira, Shamim Ahmed,Lim, Hyeonhan,Song, Sehwan,Park, Sungkyun,Park, Kang Hyun
, p. 9018 - 9027 (2021/04/16)
Recently, photocatalysis has attracted considerable interest, leading to opportunities for using renewable energy sources. A Cu:Ni metal-organic framework (MOF) modified with graphene oxide (GO) was fabricated by a facile and convenient process. Subsequen
N -Arylation of (hetero)arylamines using aryl sulfamates and carbamates via C-O bond activation enabled by a reusable and durable nickel(0) catalyst
Dindarloo Inaloo, Iman,Majnooni, Sahar,Eslahi, Hassan,Esmaeilpour, Mohsen
, p. 13266 - 13278 (2020/10/07)
An effective and general aryl amination protocol has been developed using a magnetically recoverable Ni(0) based nanocatalyst. This new stable catalyst was prepared on Fe3O4@SiO2 modified by EDTA and investigated by FT-IR, EDX, TEM, XRD, DLS, FE-SEM, XPS, NMR, TGA, VSM, ICP and elemental analysis techniques. The reaction proceeded via carbon-oxygen bond cleavage of (hetero)aryl carbamates and sulfamates under simple and mild conditions without the use of any external ligands. This method demonstrated functional group tolerance in the N-arylation of various nitrogen-containing compounds as well as aliphatic amines, anilines, pyrroles, pyrazoles, imidazoles, indoles, and indazoles with good to excellent yields. Furthermore, the catalyst could be easily recovered by using an external magnetic field and directly reused at least six times without notable reduction in its activity. This journal is
Facile synthesis of hydrochar supported copper nanocatalyst for Ullmann C–N coupling reaction in water
Ge, Xin,Ge, Meng,Chen, Xinzhi,Qian, Chao,Liu, Xuemin,Zhou, Shaodong
, (2019/12/24)
The exploration of inexpensive and stable heterogeneous catalysts and application of green solvents for Ullmann C–N coupling reaction remain challenging. We present a facile fabrication of copper nanoparticles on hydrochar as prepared from natural, inexpensive and renewable chitosan together with in-situ reduction of copper salt in a one-pot hydrothermal carbonization process. The copper nanoparticles were uniformly dispersed on hydrochar by choosing block copolymer F127 as surfactant. Moreover, maleic acid was introduced to improve the hydrophilicity of hydrochar. The most active copper nanocomposite catalyst, that is, Cu/HCS-MA-F127, exhibited excellent catalytic activity for Ullmann C–N coupling reaction in water. The nature of the Cu/HCS-MA-F127 was characterized by FTIR spectroscopy, TG, XRD, SEM and XPS. Moderate to excellent yields of aimed products were gained by using this catalytic strategy. Moreover, the Cu/HCS-MA-F127 catalyst can be reused by simple centrifugal recovery with a stable performance.
Copper quinolate: A simple and efficient catalytic complex for coupling reactions
Wu, Fengtian,Li, Huiqin,Xie, Jianwei
, (2019/11/22)
We describe an effective and novel method to prepare N-aryl imidazoles via the copper quinolate-catalyzed N-arylation of aryl halides and imidazoles. A wide range of products were obtained in moderate to excellent yields under the optimal reaction conditions. Applying standard conditions, the model reaction could be performed on a gram scale. This method also presents a new avenue to the “click” reaction of terminal alkynes, benzyl bromide, and sodium azide and to the construction of C–C bonds by homocoupling of phenylboronic acid or phenylacetylene derivatives with the aid of copper quinolate.
Intercalation of copper salt to montmorillonite K-10 and its application as a reusable catalyst for Chan–Lam cross-coupling reaction
Sarmah, Manashi,Dewan, Anindita,Boruah, Purna K.,Das, Manash R.,Bora, Utpal
, (2020/02/13)
A simple and efficient catalytic system has been developed by adsorption of copper salt in the interlayers of montmorillonite K-10. The catalytic system impressively exercises the green chemistry perspective leading to effortless recovery and recyclabilit
Commercial drug norfloxacin as a novel ligand for the copper-catalyzed N-arylation of imidazole with aryl halides
Wu, Fengtian,Nan, Chenlong,Ma, Minyang,Li, Huiqin,Xie, Jianwei
, (2019/09/06)
Norfloxacin was used as an efficient ligand for the CuBr-catalyzed C-N coupling reaction of imidazole and aryl halides. The protocol presented good functional group compatibility, permitting many aryl halides to react with imidazole to form the desired products in good to excellent yields.
A designed bi-functional sugar-based surfactant: Micellar catalysis for C-X coupling reaction in water
Ge, Xin,Zhang, Shihui,Chen, Xinzhi,Liu, Xuemin,Qian, Chao
supporting information, p. 2771 - 2776 (2019/06/13)
A bi-functional sugar-based surfactant ALA14 was designed as the ligand and micelle constructor and demonstrated to promote the copper-catalyzed C-X coupling reaction in water. The nature of this micelle, formed by sugar-based surfactants, was investigated with CMC, DLS, and TEM, by which encapsulation and aggregation of the substrates in micelles were verified. Additionally, it was addressed by 1H-NMR analysis that the enrichment position of the substrates is in the lipophilic alkyl chain. Finally, moderate to excellent yields of the aimed products were obtained in this work. This remarkably simple strategy expanded the scope of C-X coupling reaction in water; most notably, both water and ALA14 can be recycled and reused.
Cu2O/1-(2-methylhydrazine-1-carbonyl)-isoquinoline 2-oxide catalyzed C-N cross-coupling reaction in aqueous media
Xie, Jian-Wei,Yao, Zhen-Bin,Wang, Xiao-Chuang,Zhang, Jie
, p. 3788 - 3792 (2019/06/08)
An experimentally simple, efficient, and inexpensive catalyst system was developed for the N-arylation of imidazole, indole, pyrrole, alkyl alcohol amines, and alkyl amines with aryl iodides and bromides. The reaction proceeds in water-ethanol media at 120 °C for 12 h with Cu2O as the catalyst, 1-(2-methylhydrazine-1-carbonyl)-isoquinoline 2-oxide (L2) as the ligand, NaOH as the base to generate a wide range of N-arylated products in moderate to excellent yields. Aqueous medium, ease of operation, and broad substrate scope give the process a benign environmental profile.
