25371-97-5Relevant academic research and scientific papers
Steric effects on acetate-assisted cyclometallation ofmeta-substitutedN-phenyl andN-benzyl imidazolium salts at [MCl2Cp*]2(M = Ir, Rh)
Davies, David L.,Singh, Kuldip,Tamosiunaite, Neringa
, p. 13505 - 13515 (2021/10/12)
meta-SubstitutedN-phenyl,N′-methyl andN-benzyl,N′-methyl imidazolium salts undergo acetate-assisted cyclometallation to provide mixtures oforthoandparasubstituted cyclometallated complexes. The effect of the substituents on the isomer ratios is discussed; steric effects are more important in the 6-membered rings derived from theN-benzyl imidazolium salts than 5-membered rings from theN-phenyl salts. Comparisons are made to steric effects with some other common directing groups.
N -heterocyclic carbenes: Versatile second cyclometalated ligands for neutral iridium(III) heteroleptic complexes
Li, Tian-Yi,Liang, Xiao,Zhou, Liang,Wu, Chen,Zhang, Song,Liu, Xuan,Lu, Guang-Zhao,Xue, Li-Sha,Zheng, You-Xuan,Zuo, Jing-Lin
, p. 161 - 173 (2015/03/03)
With 2-(2,4-difluorophenyl)pyridine (dfppy) as the first cyclometalated ligand and different monoanionic N-heterocyclic carbenes (NHCs) as the second cyclometalated ligands, 16 blue or greenish-blue neutral iridium(III) phosphorescent complexes, (dfppy)s
Efficient and reusable catalytic system of Cul-PEG for n-arylation of imidazoles
Zhang, Qiang,Luo, Jun,Wei, Yunyang
experimental part, p. 114 - 121 (2011/11/01)
A simple, efficient, and recyclable catalytic system of CuI-poly(ethylene glycol) (PEG) was developed for the N-arylation of imidazoles with aryl halides to afford corresponding N-arylimidazoles in good to excellent yields under mild conditions and free of any additional ligands and solvents. The isolation of the products was readily performed by simple extraction with ether, and the catalytic system could be reused without remarkable loss of activity even after six runs.
Ninhydrin: an efficient ligand for the Cu-catalyzed N-arylation of nitrogen-containing heterocycles with aryl halides
Huang, Yi-Zheng,Gao, Jin,Ma, Hong,Miao, Hong,Xu, Jie
, p. 948 - 951 (2008/09/17)
Cu2O/ninhydrin was found to be an efficient catalyst system for the N-arylation of nitrogen-containing heterocycles with aryl and heteroaryl iodides, bromides and even unactivated chlorides to give the products in moderate to excellent yields.
Per-6-amino-β-cyclodextrin as an efficient supramolecular ligand and host for Cu(I)-catalyzed N-arylation of imidazole with aryl bromides
Suresh, Palaniswamy,Pitchumani, Kasi
experimental part, p. 9121 - 9124 (2009/04/11)
(Chemical Presented) Per-6-amino-β-cyclodextrin (per-6-ABCD), acting simultaneously as a supramolecular ligand for CuI and host for aryl bromides, catalyzes N-arylation of imidazole with aryl bromides under mild conditions. This simple method proceeds with excellent yield for the coupling of imidazole with various substituted aryl bromides demonstrating good tolerance of other functionalities.
Highly efficient copper-catalyzed formation of N-aryl diazoles using KF/A12O3
Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Alikarami, Mohammad
, p. 2124 - 2126 (2008/02/05)
A simple and efficient method for the coupling of aryl iodides with heterocyclic compounds such as diazoles that does not require the use of alkoxide bases is described. The C-N bond forming procedure shows that the combination of air stable CuI and 1,10-phenanthroline in the presence of KF/Al2O3 comprises an extremely efficient and general catalyst system for the N-arylation of aryl iodides. Different functionalized aryl iodides were coupled with diazoles using this method. Georg Thieme Verlag Stuttgart.
Highly efficient and practical phosphoramidite-copper catalysts for amination of aryl iodides and heteroaryl bromides with alkylamines and N(H)-heterocycles
Zhang, Zhanjin,Mao, Jincheng,Zhu, Di,Wu, Fan,Chen, Huilin,Wan, Boshun
, p. 4435 - 4443 (2007/10/03)
A highly efficient copper-catalyzed system using phosphoramidite as ligands was applied to N-arylation of alkylamines and N(H)-heterocycles with aryl iodides and heteroaryl bromides. The reactions were carried out in relative mild conditions and good to excellent yields were obtained.
An efficient copper-catalyzed coupling of aryl halides with imidazoles
Kiyomori, Ayumu,Marcoux, Jean-Francois,Buchwald, Stephen L.
, p. 2657 - 2660 (2007/10/03)
Copper-catalyzed N-arylation of imidazoles can be accomplished using (CuOTf)2 · benzene as a copper source and Cs2CO3 as a base in xylenes at 110-125 °C. Addition of 1,10-phenanthroline (phen) and trans, trans- dibenzylide
