100125-12-0Relevant articles and documents
Preparation of symmetric dibromides of 1,10-phenanthroline
Saitoh, Yutaka,Koizumi, Take-Aki,Osakada, Kohtaro,Yamamoto, Takakazu
, p. 1336 - 1339 (1997)
Bromation of 1,10-phenanthroline with Br2 proceeds smoothly in the presence of S2Cl2 and pyridine to give 3,8-dibromo-1,10-phenanthroline in good yield. Bromation of 2,9-dibutoxy-1,10-phenanthroline with Br2 in
Phenanthroline-Based Molecular Switches for Prospective Chemical Grafting: A Synthetic Strategy and Its Application to Spin-Crossover Complexes
Heinemann, Frank W.,Khusniyarov, Marat M.,Lindner, Thomas,M?rtel, Max,Scheurer, Andreas
, p. 2659 - 2666 (2020)
1,10-Phenanthroline represents a well-known versatile ligand system finding many applications in chemistry, biology, and material science. The properties and thus the use of these molecules are determined by coordinating metal ions and ligand substituents. Advanced ligand systems that, for instance, feature simultaneously an integrated photochrome and a surface anchoring group require the introduction of several differing substituents and the synthesis of asymmetric derivatives. In spite of a long history of the ligand system - and to our great surprise - a general synthetic approach allowing the introduction of differing substituents at positions (3,8) and (5,6) of 1,10-phenanthroline is not known. Here, we present a general approach for the synthesis of such phenanthrolines. The approach is used to integrate a diarylethene photochrome into a functionalized phenanthroline and thus to synthesize a novel photoswitchable phenanthroline and a corresponding spin-crossover molecular photoswitch. The functionality of both the ligand and its iron(II) complex at room temperature has been demonstrated. The importance of this work for chemical grafting of molecular switches based on phenanthrolines is emphasized.
D-π-A dye sensitizers made of polymeric metal complexes containing 1,10-phenanthroline and alkylfluorene or alkoxybenzene: Synthesis, characterization and photovoltaic performance for dye-sensitized solar cells
Yu, Xiaoguang,Jin, Xueliang,Tang, Guipeng,Zhou, Jun,Zhang, Wei,Peng, Dahai,Hu, Jiaomei,Zhong, Chaofan
, p. 5893 - 5901 (2013)
Four polymeric metal complexes (P1-P4 based on 1,10-phenanthroline metal complexes and alkylfluorene or alkoxybenzene were synthesized by the Heck coupling reaction and were developed for dye-sensitized solar cell applications. The target dyes use alkoxyb
Novel donor-acceptor type thiophene pyridine conjugates: Synthesis and ion recognition features
Algi, Fatih
, p. 3523 - 3529 (2013)
In order to reveal the effect of the donor units on the structure-property relationship, three novel directly linked donor-acceptor type systems, 1-3, which are based on thiophene and pyridine conjugates, are designed, synthesized and characterized by spe
A highly efficient red-emitting ruthenium complex with 3,5-difluorophenyl substituents
Zhu, Yingying,Fei, Teng,Ma, Yuguang
, p. 73 - 79 (2016)
Five 3,5-difluorophenyl-substituted ruthenium complexes [Ru(bpy)2(dfpbpy)(ClO4)2] (Ru-Fbpy-bpy; bpy=bipyridine, dfpbpy=5,5′-di(3,5-difluorophenyl)-2,2′-bipyridine), [Ru(dpp)2(dfpbpy)(ClO4)2] (Ru-Fbpy-dpp; dpp=4,7-diphenyl-1,10-phenanthroline), [Ru(dpp)2(dfpphen)(ClO4)2] (Ru-Fphen-dpp; dfpphen=5,5′-di(3,5-difluorophenyl)-1,10-phenanthroline), [Ru(dpp)2(4,7-dfpphen)(ClO4)2] (Ru-Fdpp-dpp; 4,7-dfpphen=4,7-di(3,5-difluorophenyl)-1,10-phenanthroline), and [Ru(4,7-dfpphen)3(AsF6)2] (Ru-Fdpp) were synthesized, and their photophysical, electrochemical, and electroluminescent properties were studied systematically. The introduction of the electron-withdrawing group 3,5-difluorophenyl leads to a redshift of the emission of the ruthenium complexes. In addition, the 3,5-difluorophenyl substituent extends the π conjugation of the ligand, and thus facilitates the metal-to-ligand charge-transfer process of the complexes. All the complexes display orange-red phosphorescent emissions centered at 638, 638, 624, 614, and 605 nm, respectively. Density functional theory calculations show that the lowest unoccupied molecular orbital of Ru-Fbpy-dpp, Ru-Fphen-dpp, and Ru-Fdpp-dpp are all distributed on the 3,5-difluorophenyl-substituted ligand. By using these complexes as emitters, highly luminescent single-layer devices are obtained. The optimized device based on Ru-Fdpp exhibits the highest luminous efficiency and power efficiency of 4.19 cd A-1 and 1.46 lm W-1, respectively. Bright ideas: Five 3,5-difluorophenyl-substituted ruthenium complexes have been synthesized and characterized. The photoluminescent efficiencies of the complexes improved after introduction of an electron-withdrawing substituent (see scheme). The complexes are suitable as dopant light-emitting materials for organic light-emitting diodes.
Synthesis of water soluble PEG-functionalized iridium complex via click chemistry and application for cellular bioimaging
Yang, Hong,Li, Liutao,Wan, Liqiang,Zhou, Zhiguo,Yang, Shiping
, p. 1387 - 1390 (2010)
A water soluble iridium (III) complex was prepared via click chemistry. It shows the bright red phosphorescence centered at 625 nm with a quantum yield of ～ 1.4% in the phosphate buffered saline (PBS) solution. Furthermore, it has low cytotoxicity, good m
Metal-organic frameworks containing nitrogen-donor ligands for efficient catalytic organic transformations
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Page/Page column 39; 90, (2020/06/03)
Metal-organic framework (MOFs) compositions based on nitrogen donor-based organic bridging ligands, including ligands based on 1,3-diketimine (NacNac), bipyridines and salicylaldimine, were synthesized and then post-synthetically metalated with metal precursors, such as complexes of first row transition metals. Metal complexes of the organic bridging ligands could also be directly incorporated into the MOFs. The MOFs provide a versatile family of recyclable and reusable single-site solid catalysts for catalyzing a variety of asymmetric organic transformations. The solid catalysts can also be integrated into a flow reactor or a supercritical fluid reactor.
Construction and luminescence property of a highly ordered 2D self-assembled amphiphilic bidentate organoplatinum(II) complex
Xiang, Yunjie,Li, Wenjing,Fang, Yuxi,Zhang, Dengqing,Li, Xianying,Jin, Wusong
, p. 27360 - 27369 (2016/03/30)
Rod-coil shaped amphiphilic bidentate dichloro(phenanthroline)platinum(ii) complexes, 1-Pt and 2-Pt, which possess different hydrophilic lateral chains on one side of an identical aromatic rod core, are synthesized. 1-Pt first forms dimers then arranges into well-defined two-dimensional (2D) films consisting of highly ordered molecular arrays both from methanol and on substrate. 2-Pt, as a building-block, yields micrometer-sized rigid 2D sheets without formation of an initial dimer. Red luminescence of the film is induced by self-assembly of nonemissive 1-Pt molecules, whereas sheets based on nonemissive 2-Pt gives weak yellow emission. These results indicate that the coil-rod ratio plays an important role in the structure and optical properties of these self-assemblies. Moreover, the film on the substrate at the macroscopic scale, exhibits multi-stimuli responsiveness, which predicts its application in smart chemosensing devices and probes.
