- tris-(Benzimidazol-2-yl-methyl)-amine as a versatile building block in Ru(II) polypyridyl chemistry
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tris-(Benzimidazol-2-yl-methyl)-amine, H3ntb, was prepared and used in the synthesis of dinuclear Ru(II) polypyridyl and polynuclear Ru(II)-Co(III) complexes of the type [Ru2(H2ntb) (bpy)4]3+, [Rusub
- Mishra,Sinha
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- Cis-Dichloro[tris(2-benzimidazolylmethyl)amine]iron(III) chloride ethanol dihydrate: Hydrogen bonding changing the arrangement of tapes built from π-π and C - H...πctions
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The title compound, [FeCl2(C24H21N 7)]Cl·C2H5OH·2H2O, comprises an [FeCl2(C24H21N7)] + cation, a Cl- anion, an ethanol molecule and two water molecules. The cations are linked by π-π and C - H...π interactions into one-dimensional tapes, and hydrogen bonding between the cations, Cl- anions, and ethanol and water molecules links these tapes into a three-dimensional network.
- Feng, Si-Si,Lu, Li-Ping,Wang, Shu-Xia,Li, Li,Zhu, Miao-Li
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- Synthesis and characterization of benzimidazole-based zinc complexes as structural carbonic anhydrase models and their applications towards CO 2 hydration
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The tripod ligand tris(2-benzimidazolylmethyl)amine L1 and its methylated derivative tris(N-methyl-2-benzimidazolylmethyl)amine L2 were used for the preparation of chloro complexes [L1Zn-Cl](PF 6) 1 and [L2Zn-Cl](PF6) 2. These complexes reacted with AgPF6 in aqueous acetone to form the corresponding aqua complexes [L1Zn-OH2](PF6)2 3, [L2Zn(H2O)](PF6)2 4, which were deprotonated by using KOH to form the hydroxide complexes [L1Zn-OH)] (PF6) 5 and [L2Zn-OH)](PF6) 6. 1H NMR titration of the ligands with Zn(II) ions gave detailed information about the structure of the resulting zinc complexes and the evidence for the existence of the zinc-bound hydroxo species. Complex 3 reacted with CO2 gas in the presence of triethylamine to give the bicarbonate complex [L 1Zn-OCO2H)](PF6), which was characterized by IR and 13C NMR spectroscopes. The X-ray structure of [L 1Zn-NCS]2[Zn(NCS)4] 7 as structural carbonic anhydrase inhibitor was determined and adopted slightly distorted tetrahedral ZnN4 coordination geometries with the equatorial positions occupied by three benzimidazole nitrogen atoms and apical position by nitrogen atom from the thiocyanate anion.
- Ibrahim, Mohamed M.,Amin, Mahmoud A.,Ichikawa, Kazuhiko
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- Efficient 4f-5d emission processes of Ce3+complexes with benzimidazole-based tetradentate ligands
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A Ce3+complex with tetradentate ligands based on benzimidazole moieties was synthesized. The photochemical properties of the Ce3+complex were studied via absorption and emission spectra and emission quantum yield measurements. The effective values of the molar absorption coefficient and the emission quantum yield were estimated to be 890 dm3mol-1cm-1and 0.58, respectively; these values are relatively large compared to those of common rare-earth metal complexes that exhibit 4f-4f emissions.
- Harada, Takashi,Hasegawa, Ryo,Nishiyama, Katsura
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- Tris(1H-benzimidazol-2-ylmethyl)-amine-solvent adducts
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The tris(1H-benzimidazol-2-ylmethyl)amine (ntb) molecule crystallizes in different solvent systems, resulting in two kinds of adduct, namely the monohydrate, C24H21N7·H2O or ntb·H2O, (I), and the acetonitrile-methanol-water (1/0.5/1.5) solvate, C24H21N7·C2H 3N·0.5CH4O·1.5H2O or ntb·1.5H2O·0.5MeOH·MeCN, (II). In both cases, ntb adopts a tripodal mode to form hydrogen bonds with a solvent water molecule via two N-H...O and one O-H...N hydrogen bond. In (I), the ntb·H2O adduct is further assembled into a two-dimensional network by N-H...N and O-H...N hydrogen bonds, while in (II), a double-stranded one-dimensional chain structure is assembled via N-H...O and O-H...O hydrogen bonds, with the acetonitrile molecules located inside the cavities of the chain structure.
- Zhang, Xue-Li,Zheng, Sheng-Run,Liu, Yong-Ru,Zheng, Xiang-Li,Su, Cheng-Yong
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- A binuclear ag(I) complex based on a tripodal ligand tris(2- benzimidazolylmethyl)amine: Synthesis and characterization
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A new binuclear complex [Ag2(ntb)2](NO 3)2·(CH3OH) 1.5·(CH3CN)0.5 based on a tripodal ligand ntb (ntb = tris(2-benzimidazolylmethyl)amine) has been synthesized and structurally characterized by X-ray single crystal diffractometry. In the structure of the complex each center Ag(I) ion is coordinated by two N atoms from two benzimidazole arm of one ntb ligand and one N atoms from one benzimidazole arm of the other in a trigonal coordinated geometry, resulting in the construction of a binuclear complex. The complex units are further linked into a 1-D chain by hydrogen bonds. The emission spectrum of the complex has been investigated and shows a red-shift of the emission peak compared to the ligand and the existence of ligand-to-metal charge transfer process (emission peak at 468.2 nm). Cyclic voltammogram of the complex indicates a pair of quasi-reversible redox couple, corresponding to the Ag+/Ag electrochemical process. Graphical Abstract: In the structure of the complex each center Ag(I) ion is coordinated by two N atoms from two benzimidazole arm of one ntb ligand and one N atoms from one benzimidazole arm of the other in a trigonal coordinated geometry, resulting in the construction of a binuclear complex.[Figure not available: see fulltext.]
- Deng, Yue-Yi,Zhang, Dong,Duan, Xiao-Qun,Shen, Xue-Song,Liu, Fa-Qian
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- Design, synthesis, structural, spectral, and redox properties and phenoxazinone synthase activity of tripodal pentacoordinate Mn(ii) complexes with impressive turnover numbers
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Catechol oxidase (CO) and phenoxazinone synthase (PHS) are two enzymes of immense significance due to their capability to oxidize catechols and o-aminophenols to o-quinones and phenoxazinones, respectively. In this connection two mononuclear manganese complexes with the molecular framework [MnII(Ln)Cl]Cl {L1: tris((1H-benzo[d]imidazol-2-yl)methyl)amine; n = 1 and L2: tris(N-methylbenzimidazol-2-ylmethyl)amine; n = 2} have been designed to be potential catalysts for OAPH (o-aminophenol) oxidation. Both the ligands and their corresponding metal complexes have been successfully synthesized and thoroughly characterized by different spectroscopic and analytical techniques such as FT-IR, 1H NMR, UV-vis spectroscopy, EPR spectroscopy and ESI mass spectroscopy. The molecular structures of [MnII(L1)Cl]Cl (1) and [MnII(L2)Cl]Cl (2) have been revealed by a single-crystal X-ray diffraction study. The spectral properties and redox behaviour of both the complexes were examined. Under ambient conditions, 1 and 2 show excellent phenoxazinone synthase activity as both are very susceptible to oxidize o-aminophenol to phenoxazinone. The kinetic parameters for both complexes have been determined by analyzing the experimental spectroscopic data. The turnover numbers (kcat value) of these two complexes are extremely high, 440 h-1 and 234 h-1 for 1 and 2, respectively. The present report offers a thorough overview of information involving the role of the metal ions and their extent of phenoxazinone synthase mimicking activity. The oxidation of o-aminophenol to 2-amino-3H-phenoxazine-3-one (APX) by catalytic oxidation of oxygen (O2) by the reaction with transition metal complexes has been an important study for the last few decades. The current study evidently showed better performance of our synthesized Mn(ii) complexes than all the predecessors. The plausible mechanism has been reiterated based on the experimental data via ESI-MS spectra and considering the concepts from the previously reported mechanisms involved in the formation of hydrogen peroxide (H2O2) as an intermediate substrate is fairly indicating the involvement of molecular oxygen in the catalytic cycle.
- Giri, Bishnubasu,Karumban, Kalai Selvan,Kumbhakar, Sadananda,Maji, Somnath,Muley, Arabinda
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p. 16601 - 16612
(2021/12/07)
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- METAL COMPLEXES FOR PROMOTING GROWTH IN A PHOTOSYNTHETIC ORGANISM
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A method of promoting growth in a photosynthetic organism comprising treating the photosynthetic organism with a metal complex or a precursor thereof, wherein the metal complex comprises a metal selected from the group consisting of zinc (Zn), cobalt (Co), copper (Cu), nickel (Ni) and iron (Fe), and a ligand, which is a bidentate or tridentate ligand. Metal complexes and their ligands are also described.
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Paragraph 0190-0191
(2020/05/28)
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- Reverse photoluminescence responses of Ln(iii) complexes to methanol vapor clarify the differentiated energy transfer pathway and potential for methanol detection and encryption
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Advanced photoluminescent (PL) materials with unique and unclonable photophysical behaviors are important for potential applications in hazardous material detection and optical encryption. We herein present new detecting and encrypting models based on the uncommon reverse photoluminescence response of Eu(iii) and Tb(iii) complexes with isomorphic structures. Upon the stimulus of methanol vapor, the characteristic red emission of Eu(iii) shows an unusual turn on magnification depending on crystal morphologies, manifesting a more sensitive response from the lamellar crystals with not so perfect crystalline forms, while the green emission of Tb(iii) turns down conversely. This clarifies an unprecedent proof for the differentiated energy transfer (ET) pathway, i.e., triplet ET to Eu(iii), while singlet ET to Tb(iii) in lanthanide complexes. Furthermore, patterned taggants can be designed from the interweaving of unary and binary Eu/Tb(iii) complexes, presenting new optical detecting and encrypting models with pixel-selective responding and methanol vapor detecting capacities.
- Fan, Ya-Nan,Fu, Peng-Yan,Guo, Jing,Pan, Mei,Su, Cheng-Yong,Yin, Shao-Yun
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supporting information
p. 16907 - 16914
(2020/12/30)
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- A Highly Selective and Robust Co(II)-Based Homogeneous Catalyst for Reduction of CO2 to CO in CH3CN/H2O Solution Driven by Visible Light
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Visible-light driven reduction of CO2 into chemical fuels has attracted enormous interest in the production of sustainable energy and reversal of the global warming trend. The main challenge in this field is the development of efficient, selective, and economic photocatalysts. Herein, we report a Co(II)-based homogeneous catalyst, [Co(NTB)CH3CN](ClO4)2 (1, NTB = tris(benzimidazolyl-2-methyl)amine), which shows high selectivity and stability for the catalytic reduction of CO2 to CO in a water-containing system driven by visible light, with turnover number (TON) and turnover frequency (TOF) values of 1179 and 0.032 s-1, respectively, and selectivity to CO of 97%. The high catalytic activity of 1 for photochemical CO2-to-CO conversion is supported by the results of electrochemical investigations and DFT calculations.
- Ouyang, Ting,Hou, Cheng,Wang, Jia-Wei,Liu, Wen-Ju,Zhong, Di-Chang,Ke, Zhuo-Feng,Lu, Tong-Bu
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supporting information
p. 7307 - 7311
(2017/07/13)
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- A fluorescent sensor for highly selective detection of nitroaromatic explosives based on a 2D, extremely stable, metal-organic framework
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A 2D, extremely stable, metal-organic framework (MOF), NENU-503, was successfully constructed. It displays highly selective and recyclable properties in detection of nitroaromatic explosives as a fluorescent sensor. This is the first MOF that can distinguish between nitroaromatic molecules with different numbers of -NO2 groups.
- Zhang, Shu-Ran,Du, Dong-Ying,Qin, Jun-Sheng,Bao, Shao-Juan,Li, Shun-Li,He, Wen-Wen,Lan, Ya-Qian,Shen, Ping,Su, Zhong-Min
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supporting information
p. 3589 - 3594
(2014/04/03)
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- Response characteristics of new perchlorate selective PVC membrane electrode based on a tripodal benzimidazole derivative as a neutral carrier
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The potentiometric response characteristics of a new perchlorate selective poly(vinyl chloride) membrane electrode based on a tripodal benzimidazole derivative - tris[2-(1-ethylbenzimidazolyl)]methylamine as ionophore was investigated. The electrode exhibited a Nernstian response to Perchlorate ions over the activity range of 1.5 × 10-7 to 1.0 × 10 -1 M with a limit of detection of 5.2 × 10-8 M between pH range of 2.0-10.0, giving a relatively fast response and reversibility within 5 s. The selectivity coefficient was calculated using fixed interference method (FIM). The electrode worked well for nearly 3 months. The electrode can also be used in partially non-aqueous media having up to 25% (v/v) methanol, ethanol or acetone contents with no significant change in the value of slope or working concentration range. It was successfully applied for the direct determination of Perchlorate content in water and human urine samples with satisfactory results.
- Chandra, Sulekh,Singh, Inderjeet,Tomar, Praveen Kumar,Malik, Amrita,Kumar, Avdhesh
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- Synthesis and novel fluorescence phenomenon of terbium(III) complex with N, N', N -tris (2-benzimidazolmethyl) amine
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A benzimidazole ligand with a tripodal structure, N, N', N -tris (2-benzimidazolmethyl) amine, and its terbium (III) complex has been synthesized. The complex has been characterized by element analysis, IR spectra, mass spectra, thermal analysis and molar conductivity. The terbium ion is found to coordinate with the nitrogen atoms (=N-) of imidazole ring and the bridgehead nitrogen atom. The fluorescence properties of the complex in aqueous solutions have been studied. Under excitation of UV light, the complex exhibits characteristic fluorescence of terbium ion. The luminescence of terbium complex in aqueous solutions is strongly enhanced by H+ concentration. This phenomenon makes the new complex favorable for use in fluorescence switches and sensors. The mechanism of the fluorescence enhancement by protonation of the nitrogen atoms (-NH-) of imidazole ring is due to the suppressed photoinduced electron transfer fluorescence quenching on addition of acid.
- Yang, Tianlin,Gao, Min,Qin, Wenwu,Yang, Jinhui
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experimental part
p. 45 - 48
(2010/06/21)
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- LIGANDS FOR COPPER-CATALYZED AZIDE-ALKYNE CYCLOADDITION REACTIONS
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Ligands useful for promoting copper-catalyzed azide-alkyne cycloaddition reactions comprise a compound represented by structural Formula (I) as described in the specification, wherein in Formula (I) Z1 is a nitrogen-containing heterocyclic group or a group represented by the formula : Y1-(CH2)c-Y2-(CH2)d-Y3-CH2-N(CH2Z4)(CH2Z5), where Y1 is -E1-C(O)O-, -E1-C(O)NH-, -E1-, or a covalent bond; Y2 is a covalent bond, -CH=CH-, or a 1,4-(1,2,3-triazolyl) group; Y3 is -OC(O)-E2-, -NHC(O)-E2-, -E2-, or a covalent bond; each of E1 and E2 is a benzimidazolyl group attached at the 1 and 2 positions; each of c and d is independently 1, 2, 3, 4, or 5; each of Z2, Z3, Z4 and Z5 is a nitrogen-containing heterocyclic group including a substituent X1 and optionally including a substituent (CH2)n-R1, and Y1, Y2, Y3, X1, R1, c, d and n are each as defined in the specification.
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Page/Page column 22; sheet 1
(2009/04/25)
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- Benzimidazole and related ligands for Cu-catalyzed azide-alkyne cycloaddition
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Tris(2-benzimidazolylmethyl)amines have been found to be superior accelerating ligands for the copper(I)-catalyzed azide-alkyne cycloaddition reaction. Candidates bearing different benzimidazole N-substituents as well as benzothiazole and pyridyl ligand a
- Rodionov, Valentin O.,Presolski, Stanislav I.,Gardinier, Sean,Lim, Yeon-Hee,Finn
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p. 12696 - 12704
(2008/03/14)
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- Polymerisation and oligomerisation catalysts
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A polymerisation catalyst comprising (1) a transition metal compound of Formula A, and optionally (2) an activating quantity of a Lewis acid activator, Formula (A), wherein Z is a five-membered heterocyclic group containing at least one carbon atom, at least one nitrogen atom and at least one other hetero atom selected from nitrogen, sulphur and oxygen, the remaining atoms in the ring being nitrogen or carbon; M is a metal from Group 3 to 11 of the Periodic Table or a lanthanide metal; E1 and E2 are divalent groups from (i) aliphatic hydrocarbon, (ii) alicyclic hydrocarbon, (iii) aromatic hydrocarbon, (iv) alkyl substituted aromatic hydrocarbon (v) heterocyclic groups and (vi) heterosubstituted derivatives of groups (i) to (v); D′ and D2 are donor groups; X is an anionic group, L is a neutral donor group; n=m=zero or 1; y and z are zero or integers. The catalysts are useful for polymerising or oligomerising 1-olefins.
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