17285-54-0Relevant academic research and scientific papers
Facile synthesis of size-tunable micro-octahedra via metal-organic coordination
Wang, Hao,Zeng, Yi,Ma, Jin Shi,Fu, Hongbing,Yao, Jiannian,Mikhaleva, Albina I.,Trofimov, Boris A.
, p. 5457 - 5459 (2009)
Single-crystalline micro-octahedra of Zn(PyrPy)2 with tunable sizes have been synthesized by manipulating the reaction kinetics of metal-organic coordination. The Royal Society of Chemistry 2009.
Monoanionic Dipyrrin-Pyridine Ligands: Synthesis, Structure and Photophysical Properties
Ducloiset, Clmence,Jouin, Pauline,Paredes, Elisa,Guillot, Rgis,Sircoglou, Marie,Orio, Maylis,Leibl, Winfried,Aukauloo, Ally
, p. 5405 - 5410 (2015)
A novel monoanionic tetradentate N4 ligand (F5DPPy) based on a dipyrromethene skeleton as a molecular platform and decorated with pyridine rings at the 1- and 9-positions of the dipyrrin motif has been prepared and characterized. Interestingly, although this ligand is weakly fluorescent, it presents a chelation-enhanced fluorescence effect of around 150 times upon coordination to ZnII. Time-dependent (TD) DFT calculations reproduce nicely the spectroscopic features of both the ligand and the complex, and analysis of the electron density redistribution in the excited state suggests that a better orbital overlap of the HOMO and LUMO in F5DPPyZnCl compared with F5DPPy is responsible for the more intense transitions observed with the former system. As such, this ligand opens interesting perspectives in the design of ratiometric sensors.
Nonempirical calculations of NMR indirect spin-spin coupling constants. Part 15: Pyrrolylpyridines
Rusakov, Yury Yu.,Krivdin, Leonid B.,Schmidt, Elena Yu.,Mikhaleva, Albina I.,Trofimov, Boris A.
, p. 692 - 697 (2006)
Conformational study of 2-(2-pyrrolyl)pyridine and 2,6-di(2-pyrrolyl) pyridine was performed on the basis of the experimental measurements and high-level ab initio calculations of the one-bond 13C-13C, 13C-1H an
Preparation of N-arylpiperazines and other N-aryl compounds from aryl bromides as scaffolds of bioactive compounds
Romero,Harrak,Basset,Ginet,Constans,Pujol
, p. 9010 - 9016 (2006)
Aryl bromides are coupled with N-compounds to give the corresponding arylamines in the presence of a palladium catalyst, a suitable ligand, and a weak base. The catalysts perform well for a large number of different starting material combinations at 100-150 °C with drops of toluene or without solvent, and with low catalyst levels (0.12 mol % Pd). The low catalyst amount makes the process environment friendly.
Neutral Cyclometalated Ir(III) Complexes with Pyridylpyrrole Ligand for Photocatalytic Hydrogen Generation from Water
Zhou, Yi,He, Piao,Mo, Xiu-Fang,Liu, Chao,Gan, Zhi-Liang,Tong, Hai-Xia,Yi, Xiao-Yi
, p. 6266 - 6275 (2021)
To explore structure-activity relationships with respect to light-harvesting behavior, a family of neutral iridium complexes [Ir(ppy)2(LR)] 1-4 (where ppy = 2-phenylpyridine, and NN = 2-(1H-pyrrol-2-yl)pyridine and its functionalized derivatives) were designed and synthesized. The structural modifications in metal complexes are accomplished through the attributions of electron-donating CH3 in 2, OCH3 in 3, and electron-withdrawing CF3 in 4. The structural analysis displays that the pyridylpyrrole acts as one-negative charged bidentated ligand to chelate the iridium center. The electrochemical and photophysical properties of these complexes were systematically studied. The neutral 1-4 as well as the ionic structurally analogous [Ir(ppy)2(bpy)](PF6) (5) were utilized as PSs in photocatalytic hydrogen generation from water with [Co(bpy)3](PF6)2 as catalyst and triethanolamine (TEOA) as electron sacrificial agent in the presence of salt LiCl. Complex 1 maintains activity for more than 144 h under irradiation, and the total turnover number is up to 1768. The electrochemical properties and the quenching reaction indicate the H2 generation by neutral complexes 1-4 is involved exclusively in the oxidative quenching process.
Five (1H-pyrrol-2-yl)pyridines
Noland, Wayland E.,Britton, Doyle
, p. o263-o267 (2003)
The title (1H-pyrrol-2-yl)pyridines, C9H8N2, substituted at the ortho, meta, and para positions of the pyridine ring all have hydrogen-bonded arrangements with geometrically similar, nearly linear, N(pyrrole)-H...N(pyridine) hydrogen bonds of average length. The graph sets for the ortho, meta, and three para polymorphs are R22(10), C(6), C(7), C(7), and R44(28), respectively.
Conformational equilibria and photoinduced tautomerization in 2-(2′-pyridyl)pyrrole
Kijak, Micha?,Zielińska, Anna,Chamchoumis, Charles,Herbich, Jerzy,Thummel, Randolph P.,Waluk, Jacek
, p. 279 - 285 (2004)
Depending on the polarity and protic abilities of the solvent, 2-(2′-pyridyl)pyrrole can exist in either syn or anti rotameric forms. In nonpolar solvents, intramolecular excited state single proton transfer is observed, manifested by the appearance of low-energy tautomeric emission. The solvent-assisted excited state double proton transfer reaction is also detected. DFT calculations confirm low barriers for both single and double proton transfer processes in the lowest excited singlet state and show different character of the tautomerization in both cases: in the intramolecular reaction, mutual approach of two nitrogen atoms plays an important role.
Intercepting a transient non-hemic pyridine: N -oxide Fe(iii) species involved in OAT reactions
Vo, Nhat Tam,Herrero, Christian,Guillot, Régis,Inceoglu, Tanya,Leibl, Winfried,Clémancey, Martin,Dubourdeaux, Patrick,Blondin, Geneviève,Aukauloo, Ally,Sircoglou, Marie
, p. 12836 - 12839 (2021/12/10)
In the context of bioinspired OAT catalysis, we developed a tetradentate dipyrrinpyridine ligand, a hybrid of hemic and non-hemic models. The catalytic activity of the iron(iii) derivative was investigated in the presence of iodosylbenzene. Unexpectedly, MS, EPR, M?ssbauer, UV-visible and FTIR spectroscopic signatures supported by DFT calculations provide convincing evidence for the involvement of a relevant FeIII-O-NPy active intermediate. This journal is
Hydrogen-bonded cyclic dimers at large compression: The case of 1h-pyrrolo[3,2-h]quinoline and 2-(2′-pyridyl)pyrrole
Chumak, Taisiia,Kurzyd?owski, Dominik,Listkowski, Arkadiusz,Rogo?a, Jakub
supporting information, (2021/07/10)
1H-pyrrolo[3,2-h]qinoline (PQ) and 2-(2′-pyridyl)pyrrole (PP) are important systems in the study of proton-transfer reactions. These molecules possess hydrogen bond donor (pyrrole) and acceptor (pyridine) groups, which leads to the formation of cyclic dimers in their crystals. Herein, we present a joint experimental (Raman scattering) and computational (DFT modelling) study on the high-pressure behaviour of PQ and PP molecular crystals. Our results indicate that compression up to 10 GPa (100 kbar) leads to considerable strengthening of the intermolecular hydrogen bond within the cyclic dimers. However, the intramolecular N–H···N interaction is either weakly affected by pressure, as witnessed in PQ, or weakened due to compression-induced distortions of the molecule, as was found for PP. Therefore, we propose that the compression of these systems should facilitate double proton transfer within the cyclic dimers of PQ and PP, while intramolecular transfer should either remain unaffected (for PQ) or weakened (for PP).
Cis-Divacant Octahedral Fe(II) in a Dimensionally Reduced Family of 2-(Pyridin-2-yl)pyrrolide Complexes
Hyun, Sung-Min,Lindahl, Paul A.,Powers, David C.,Reid, Kaleb A.,Vali, Shaik Waseem
supporting information, p. 15617 - 15626 (2021/10/20)
Four-coordinate transition-metal complexes can adopt a diverse array of coordination geometries, with square planar and tetrahedral coordination being the most prevalent. Previously, we reported the synthesis of a trinuclear Fe(II) complex, Fe3TPM2, supported by a 3-fold-symmetric 2-pyridylpyrrolide ligand [i.e., tris(5-(pyridin-2-yl)-1H-pyrrol-2-yl)methane] that featured a rare cis-divacant octahedral (CDO) geometry at each Fe(II) center. Here, a series of truncated 2-pyridylpyrrolide ligands are described that support mono- and binuclear Fe(II) complexes that also exhibit CDO geometries. Metalation of the tetradentate ligand bis[5-(pyridin-2-yl)-1H-pyrrol-2-yl]methane (H2BPM) in tetrahydrofuran (THF) results in the binuclear complex Fe2(BPM)2(THF)2 in which both Fe(II) ions are octahedrally coordinated. The coordinated THF solvent ligands are labile: THF dissociation leads to Fe2(BPM)2, which features five-coordinate Fe(II) ions. The Fe-Fe distance in these binuclear complexes can be elongated by ligand methylation. Metalation of bis[5-(6-methylpyridin-2-yl)-1H-pyrrol-2-yl]methane (H2BPMMe) in THF leads to the formation of four-coordinate, CDO Fe(II) centers in Fe(BPMMe)2. Further ligand truncation affords bidentate ligands 2-(1H-pyrrol-2-yl)pyridine (PyrPyrrH) and 2-methyl-6-(1H-pyrrol-2-yl)pyridine (PyrMePyrrH). Metalation of these ligands in THF affords six-coordinate complexes Fe(PyrPyrr)2(THF)2 and Fe(PyrMePyrr)2(THF)2. Dissociation of labile solvent ligands provides access to four-coordinate Fe(II) complexes. Ligand disproportionation at Fe(PyrPyrr)2 results in the formation of Fe(PyrPyrr)3 and Fe(0). Ligand methylation suppresses this disproportionation and enables isolation of Fe(PyrMePyrr)2, which is rigorously CDO. Complete ligand truncation, by separating the 2-pyridylpyrrolide ligands into the constituent monodentate pyridyl and pyrrolide donors, affords Fe(Pyr)2(Pyrr)2 in which Fe(II) is tetrahedrally coordinated. Computational analysis indicates that the potential energy surface that dictates the coordination geometry in this family of four-coordinate complexes is fairly flat in the vicinity of CDO coordination. These synthetic studies provide the structural basis to explore the implications of CDO geometry on Fe-catalyzed reactions.
