6528-75-2Relevant academic research and scientific papers
Synthesis and antiproliferative activity of benzimidazole-based, trinuclear neutral cyclometallated and cationic, N^N-chelated ruthenium(ii) complexes
Welsh, Athi,Rylands, Laa-Iqa,Arion, Vladimir B.,Prince, Sharon,Smith, Gregory S.
, p. 1143 - 1156 (2020/02/04)
A series of 2-phenyl and 2-pyridyl tris-benzimidazole ligands was reacted with the [Ru(p-cymene)Cl2]2 dimer to yield the corresponding neutral cyclometallated and cationic organoruthenium(ii) complexes. All of the synthesized compoun
Neutral heteroleptic cyclometallated Platinum(II) complexes featuring 2-phenylbenzimidazole ligand as bright emitters in solid state and in solution
Lano?, Pierre-Henri,Moreno-Betancourt, Angelica,Wilson, Laura,Philouze, Christian,Monnereau, Cyrille,Jamet, Hélène,Jouvenot, Damien,Loiseau, Frédérique
, p. 967 - 977 (2018/11/27)
A series of 8 neutral cyclometallated platinum(II) complexes featuring 2-phenylbenzimidazole chromophoric ligand and acetylacetonate as ancillary ligand has been synthesized and characterized. The introduction of a variety of substituent on the phenyl ring allows to finely tune the emission wavelength. The emission data reveal high quantum yield in deaerated solution and in bulk solid state (micro-crystalline powder), with values up to an impressive 51%. The emission for all of the complexes is attributed to a mixed 3LC-MLCT state. Both absorption and emission data have been correlated successfully with the redox potentials and the Hammett parameters.
Nickel-Catalyzed Heteroarenes Cross Coupling via Tandem C-H/C-O Activation
Wang, Ting-Hsuan,Ambre, Ram,Wang, Qing,Lee, Wei-Chih,Wang, Pen-Cheng,Liu, Yuhua,Zhao, Lili,Ong, Tiow-Gan
, p. 11368 - 11376 (2018/11/23)
Inert aryl methyl ethers as coupling components via C-O activation have been established with a Ni catalyst for C-H activation of heteroarene. The key to simultaneous C-H/C-O bond activation is the use of sterically demanding o-tolylMgBr. The protocol is effective for a wide scope of substrates including naphthyl methyl ethers, anisoles, and a variety of other heteroarene derivatives. Detailed mechanistic studies indicated that the C-O cleavage is assisted via synergistic effect of nickel and Grignard reagent in this C-H/C-O reaction, which is supported by DFT calculation. At this stage, single-electron transfer can be ruled out as a main operative process for this tandem strategy.
Synthesis of benzimidazoles via iridium-catalyzed acceptorless dehydrogenative coupling
Sun, Xiang,Lv, Xiao-Hui,Ye, Lin-Miao,Hu, Yu,Chen, Yan-Yan,Zhang, Xue-Jing,Yan, Ming
, p. 7381 - 7383 (2015/07/15)
Iridium-catalyzed acceptorless dehydrogenative coupling of tertiary amines and arylamines has been developed. A number of benzimidazoles were prepared in good yields. An iridium-mediated C-H activation mechanism is suggested. This finding represents a novel strategy for the synthesis of benzimidazoles.
Synthesis of benzimidazoles via iridium-catalyzed acceptorless dehydrogenative coupling
Sun, Xiang,Lv, Xiao-Hui,Ye, Lin-Miao,Hu, Yu,Chen, Yan-Yan,Zhang, Xue-Jing,Yan, Ming
, p. 7381 - 7383 (2015/11/27)
Iridium-catalyzed acceptorless dehydrogenative coupling of tertiary amines and arylamines has been developed. A number of benzimidazoles were prepared in good yields. An iridium-mediated C-H activation mechanism is suggested. This finding represents a novel strategy for the synthesis of benzimidazoles.
Simultaneous modification of N-alkyl chains on cyclometalated and ancillary ligands of cationic iridium(III) complexes towards efficient piezochromic luminescence properties
Han, Yi,Cao, Hong-Tao,Sun, Hai-Zhu,Shan, Guo-Gang,Wu, Yong,Su, Zhong-Min,Liao, Yi
, p. 2341 - 2349 (2015/03/14)
In this study, we have designed and synthesized a series of multifunctional cationic iridium(iii) complexes with different lengths of N-alkyl chains on 2-phenyl-1H-benzimidazole-based cyclometalated ligands and phenyl-pyridine type ancillary ligands. The
Synthesis and optical properties of novel fluorescence-traced benzimidazolium bromides
Shi, Hong,Wu, Tao,Jiang, Peng,Jin, Xiaodong,Zhu, Hongjun
, p. E71-E76 (2014/11/07)
Seven novel fluorescence-traced 1-aryl-2-substituted-3-allyl-1H- benzimidazolium bromides (5a, 5b, 5c, 5d, 5e, 5f, 5g) were synthesized by alkylation and quaternization of compounds 1-aryl-2-substituted-1H- benzimidazoles (4a, 4b, 4c, 4d, 4e, 4f, 4g) with excess allyl bromide in acetonitrile at refluxing temperature. Their structures were characterized by 1H-NMR, MS, and elemental analysis. They emit violet-blue light (λEmmax = 386-438 nm) with fluorescence quantum yields of 0.54 to 0.75 in aqueous solution.
Solvent/oxidant-switchable synthesis of multisubstituted quinazolines and benzimidazoles via metal-free selective oxidative annulation of arylamidines
Lin, Jian-Ping,Zhang, Feng-Hua,Long, Ya-Qiu
, p. 2822 - 2825 (2014/06/23)
A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp3)-C(sp2) and C(sp 2)-N bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp3C-H/sp2C-H direct coupling of the amidine with K2S2O8 as the oxidant. No metal, base, or other additives were needed.
Effect of alkyl chain length on piezochromic luminescence of iridium(III)-based phosphors adopting 2-phenyl-1H-benzoimidazole type ligands
Han, Yi,Cao, Hong-Tao,Sun, Hai-Zhu,Wu, Yong,Shan, Guo-Gang,Su, Zhong-Min,Hou, Xue-Gang,Liao, Yi
, p. 7648 - 7655 (2014/12/10)
In this work, a series of luminescent cationic iridium(iii) complexes containing 2-phenyl-1H-benzimidazole-type ligands modified with n-alkyl chains of various lengths have been successfully synthesized and characterized. Their photophysical and electroch
Synthesis, characterization, optical properties and theoretical calculations of blue light-emitting 1-alkyl-2-substituted benzimidazoles
Shi, Hong,Wu, Tao,Jiang, Peng,Jin, Xiao-Dong,Zhu, Hong-Jun
, p. 4481 - 4486 (2013/07/25)
A series of novel blue light-emitting 1-alkyl-2-substituted benzimidazoles (4a-4g) were synthesized by reactions of the 2-substituted benzimidazoles (3a-3e) with ethyl bromide or n-butyl bromide as electrophilic reagent. Compounds 3a, 3c, 3e were synthesized by the condensation of 1a-1c with 1,2-diamino benzene o-phenylene diamine using air as oxidizing agent and compounds 3b, 3d were synthesized by the condensation of 2d-2e with 1,2-diamino benzene o-phenylene diamine using phosphoric acid and polyphosphoric acid as catalyst. Their optical properties were investigated by UV-visible spectroscopy and photoluminescence techniques in solution. They emit violetblue light (lEm max = 380-440 nm) with fluorescence quantum yields of 0.43 to 0.92 while diluted in acetonitrile solution. In order to find the relationship between the structures and properties of compounds 4a-4g, theoretical calculations using density functional theory at the B3LYP/6-31g*level were also studied.
