84661-56-3Relevant articles and documents
Synthesis, crystal structures, in vitro anticancer, and in vivo acute oral toxicity studies of bis-imidazolium/benzimidazolium salts and respective dinuclear Ag(I)- N -heterocyclic carbene complexes
Haque, Rosenani A.,Hasanudin, Noorhafizah,Iqbal, Muhammad Adnan,Ahmad, Ashfaq,Hashim, Suzana,Abdul Majid, Ams,Ahamed, Mohamed B Khadeer
, p. 3211 - 3228 (2013)
The synthesis, spectral (FT-IR and NMR), and structural studies of 1,1′-methylene linked 3,3′-2-cyanobenzyl bis-imidazolium salt (L1) and respective dinuclear Ag(I)-NHC complex (C1) are reported The structures of both compounds were established through single-crystal X-ray diffraction C1 has a short Ag-Ag separation of 3.16 A Both L1 and C1 were tested for potential against leukemia (k562) cell line For comparison, para-xylyl linked bis-benzimidazolium salts (L2-L4) and their dinuclear Ag(I)-NHC complexes (C2-C4) were synthesized and tested against the same cell line (K562) The IC50 values proved that L2-L4 and C2-C4 are many fold more active than L1 and C1 The mechanism of action and structure activity relationship are discussed In vivo oral acute toxicity study (sighting study) was carried out which depicts that 2000 mg/kg dose of selected compounds is an appropriate and safe dose for conducting main study on animals 2013
Nickel and Platinum PCP Pincer Complexes Incorporating an Acyclic Diaminoalkyl Central Moiety Connecting Imidazole or Pyrazole Rings
Puerta Lombardi, Braulio M.,Brown, Rudy M.,Gendy, Chris,Chang, Chia Yun,Chivers, Tristram,Roesler, Roland
, p. 3250 - 3256 (2017)
This work explores avenues toward PCP pincer complexes with acyclic diaminocarbene central moieties that are suitable for ligand-assisted reactivity involving the carbene carbon. For this purpose, diphosphine chelating ligands 1 and 2, with bis(imidazolyl)methyl and bis(pyrazolyl)methyl backbones, respectively, were prepared in two high-yield synthetic steps. Nickel(II) and platinum(II) dihalide complexes 3 and 6, incorporating 1, were prepared and converted into PCP pincer ligands 5 and 7 upon deprotonation with KHMDS. Chelated nickel(I) complex 4 was obtained as a byproduct to 3. Although the solid-state structures of 5 and 7 presented geometric strain at the diaminomethyl carbon, this moiety could not be converted into a diaminocarbene by proton or hydride abstraction. 7 could be converted into platinum(IV) analog 8 by oxidation with PhICl2. Ligand 2 proved more versatile than 1, or less dependable in its behavior, generating P,N-chelating cobalt(II) dibromide complex 9. Easily accessible ligands 1 and 2 provide a new and versatile PCP pincer platform.
Cuprous Iodide Pseudopolymorphs Based on Imidazole Ligand and Their Luminescence Thermochromism
Fu, Zhixing,Lin, Jian,Wang, Le,Li, Cheng,Yan, Wenbo,Wu, Tao
, p. 2322 - 2327 (2016)
Two cuprous iodide pseudopolymorphs, formulated as [(Cu4I4)(MBI)2]∞ (MBI = 1,1′-methylene-bis(imidazole)) with an irregular cubane-like Cu4I4 cluster as tetrahedrally coordinated secondary building unit and imidazole derivative as bridging ligand, have been synthesized and characterized by single-crystal X-ray diffraction analysis. Both of two compounds only exhibited a single broad low-energy cluster-centered (3CC) triplet emission band between room temperature and 77 K. Of particular interest, these two Cu4I4-imidazole pseudopolymorphs still displayed thermochromic luminescence originating from a red shift of such tunable single cluster-centered triplet emission, being different from that observed in the previously reported Cu4I4-pyridine system by balancing temperature-dependent multiple emissions (high-energy and low-energy) derived from their energetically distinct triplet states.
A mixed ligand route for the construction of tetrahedrally coordinated porous lithium frameworks
Zhao, Xiang,Wu, Tao,Bu, Xianhui,Feng, Pingyun
, p. 8072 - 8074 (2011)
Reported here are two 4-connected 3D frameworks based on monomeric lithium nodes, which are synthesized through a mixed ligand route. By combining a negatively charged imidazole ligand and a neutral bis(imidazolyl)methane ligand (or one of its derivatives), neutral frameworks adopting chiral quartz-dual and diamond topologies have been obtained. These materials have low framework density and can reversibly adsorb hydrogen gas. The Royal Society of Chemistry 2011.
Exploring different coordination modes of the first tetradentate NHC/1,2,3-triazole hybrid ligand for group 10 complexes
Schlagintweit, Jonas F.,Nguyen, Linda,Dyckhoff, Florian,Kaiser, Felix,Reich, Robert M.,Kühn, Fritz E.
, p. 14820 - 14828 (2019)
Synthesis and characterisation of the first tetradentate N-heterocyclic carbene (NHC)/1,2,3-triazole hybrid ligand obtained by means of copper(i) catalyzed "click" chemistry and its application for the synthesis of group 10 complexes is reported. For pall
Linear Pyrazole-bridged Tetra(N-heterocyclic carbene) Ligands and Their Hexanuclear Silver(I) Complexes
Resch, Stefan G.,Dechert, Sebastian,Meyer, Franc
, p. 605 - 612 (2019)
New hybrid ligands are reported that combine two types of popular donor groups within a single linear scaffold, viz., a central pyrazolate bridge and two appended bis(N-heterocyclic carbene) units; the ligand strands thus provide two potentially tridentate {NCC} compartments. The pyrazole/tetraimidazolium proligands, [H5L1](PF6)4 and [H5L2](PF6)4, were synthesized via multi-step protocols, and the NH prototropy of [H5L1](PF6)4 was examined by variable temperature (VT) NMR spectroscopy, giving solvent dependent activation parameters (ΔH? = 27.6 kJ·mol–1, ΔS? = –125 J·mol–1·K–1 in [D3]MeCN; ΔH? = 40.4 kJ·mol–1, ΔS? = –86.9 J·mol–1·K–1 in [D6]DMSO) that are in the range typical for pyrazoles. Reaction of the proligands with Ag2O gave hexametallic complexes [Ag6(L1)2](PF6)4 and [Ag6(L2)2](PF6)4 that involve all six potential donor atoms of the ligands, viz. the four CNHC and two Npz donors, in metal coordination. X-ray crystallography revealed a chair-like central {Ag6} deck in both complexes but different arrangements of the ligand strands, which goes along with significantly different AgI···AgI distances that indicate more pronounced argentophilic interactions in case of [Ag6(L1)2]4+.
Iodide selective fluorescent anion receptor with two methylene bridged bis-imidazolium rings on naphthalene
Kim, Hyungil,Kang, Jongmin
, p. 5443 - 5445 (2005)
We have designed and synthesized fluorescent anion receptor 2, bearing two methylene bridged bis-imidazolium ring on 1,8-positions of naphthalene. Anion binding studies carried out using fluorescence spectroscopy and 1H NMR revealed that this c
Metallo-cryptophanes decorated with Bis-N-heterocyclic carbene ligands: Self-assembly and guest uptake into a nonporous crystalline lattice
Henkelis, James J.,Carruthers, Christopher J.,Chambers, Scott E.,Clowes, Rob,Cooper, Andrew I.,Fisher, Julie,Hardie, Michaele J.
, p. 14393 - 14396 (2014)
Pd3L2 metallo-cryptophane cages with cyclotriveratrylene-type L ligands can be stabilized by use of a bis-N-heterocyclic carbene as an auxiliary cis-protecting ligand, while use of more common protecting chelating ligands such as ethylenediamine saw a Pd3L2 to Pd6L8 rearrangement occur in solution. The crystalline Pd3L2 complexes act as sponges, taking up 1,2-dichorobenzene or iodine in a single-crystal-to-single-crystal fashion despite not exhibiting conventional porosity.
Sulfonate- or carboxylate-functionalized N-heterocyclic bis-carbene ligands and related water soluble silver complexes
Papini, Grazia,Pellei, Maura,Gioia Lobbia, Giancarlo,Burini, Alfredo,Santini, Carlo
, p. 6985 - 6990 (2009)
New N-heterocyclic carbene ligand precursors {H2C(HTz R)2} and {H2C(HImR)2} (HTz = 1,2,4-triazole; HIm = imidazole; R = PrSO3 or EtCOO) were obtained starting from the compounds bis(1,2,4-triazol-1-yl)methane and bis(imidazol-1-yl)methane. The related silver(i) carbene complexes were prepared in degassed water solution by treatment of the triazolium or imidazolium species with Ag2O, resulting in well-characterized and water soluble bimetallic complexes of general formula {Na2[H2C(Tz R)2]2Ag2} and {Na2[H 2C(ImR)2]2Ag2}. In these metallacycles every silver atom is coordinated to two triazolin- or imidazolin-2-ylidene rings, belonging to two different dicarbene units.
Dimeric gold bis(carbene) complexes by transmetalation in water
Cure, Jeremy,Poteau, Romuald,Gerber, Iann C.,Gornitzka, Heinz,Hemmert, Catherine
, p. 619 - 626 (2012)
Due to its cost, environmental benefits, and safety advantages, water has become more and more important as a solvent for catalytic reactions and constitutes the best environment for biomedical applications. Therefore, watersoluble and water-stable metal complexes containing strong - donor ligands such as N-heterocyclic carbenes (NHCs) are of great interest in modern coordination chemistry. In this paper we present the successful preparation of two new dinuclear gold(I)bis(NHC) complexes in water, by applying the AgNHC transfer route. This green synthetic strategy is valuable for gold(I) compounds involving N-functionalized neutral and dianionic bis(NHC) ligands. These two water-soluble compounds were analyzed by spectroscopic methods and by X-ray diffraction. Furthermore, ab initio and DFT calculations on the corresponding dinuclear gold complexes illustrate the important influence of the electrostatic environment of the dinuclear entity on the aurophilic interactions and help to understand the molecular arrangement presented in this paper.
