Synthesis of and Novel Reactions with Bis[imidazol-2-yl]nitromethane

Joseph, Maria Stalin; Leigh, T.; Swain, Michael L.

doi:10.1055/s-1977-24440

Cited by 54 publications

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“…Literature methods were used to prepare 2-BIM [14,15], 2-BIM(Me) [7,16] and 2-BIM(OH)Bz [17]. The preparation of the silver complexes was conducted in the absence of light and the samples were stored in the dark.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, structure and anti-fungal activity of dimeric Ag(I) complexes containing bis-imidazole ligands

et al. 2004

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Five Ag(I) complexes containing the ligands bis(imidazol-2-yl)methane (2-BIM) and its derivatives were prepared and [Ag 2 (2-BIM) 2 ](ClO 4 ) 2 and [Ag 2 (2-BIM(Bz)OH) 2 ](ClO 4 ) 2 Á EtOH were characterised using X-ray crystallography. In each dimer the two Ag(I) ions are two-coordinate and there are small but definite argentophilic Ag-Ag (d 10 -d 10 ) interactions. All of the complexes display anti-fungal activity when tested in vitro against the fungal pathogen Candida albicans.

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Section: Methodsmentioning

confidence: 99%

Synthesis, structure and anti-fungal activity of dimeric Ag(I) complexes containing bis-imidazole ligands

et al. 2004

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“…Corrections for the diamagnetic responses of the complex, as estimated from Pascal's constants, were applied. [20] The ligand 1,1,7,7-tetrakis(imidazol-2-yl)-2,6-diazaheptane (Htidahp) was prepared as follows: 1,3-Diaminopropane (0.32 g, 4.34 mmol) was added to a solution of the hydrochloride salt of bis(imidazol-2-yl)nitromethane [21] (2.0 g, 8.69 mmol) in 10 mL of ethanol and 10 mL of sodium hydroxide solution (2.0 ). The solution was stirred for 45 min at 80°C, during which time the product crystallised from the reaction mixture.…”

Section: Methodsmentioning

confidence: 99%

Structure and Magnetism of a New Dodecanuclear Cu^II Complex with Acetato and Imidazolato Bridges, Formed by Oxidation of the Chelating Ligand 1,1,7,7‐Tetrakis(imidazol‐2‐yl)‐2,6‐diazaheptane

et al. 2003

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A novel dodecanuclear copper(II) complex [Cu 12 (tidhd) 4 -(MeOH) 8 (CH 3 COO) 8 ](MeOH) 0.8 (Htidhd = 1,1,7,7-tetrakis-(imidazol-2-yl)-2,6-diaza-1,6-heptadiene) with imidazolato and acetato bridging ligands was synthesized by reaction of polyimidazole 1,1,7,7-tetrakis(imidazol-2-yl)-2,6-diazaheptane (Htidahp) with copper acetate in a methanol solution. The complex crystallized in the triclinic space group P1 with a = 9.1204(1), b = 13.5139(2), c = 27.6925(5), α = 76.8006(6)°, β = 82.8066(7)°, γ = 76.4594(9)°, Z = 1. Structure analysis shows that the unit cell of the complex contains twelve copper(II) ions in three different coordination environments. The

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“…[10] A drawback of this system is the use of the non-biologically relevant pyrazole groups as the two N donor groups. The second example is the bis(imidazolyl)propionato ligand (HBIP) already reported in the late 1970s by Joseph et al [11] This ligand system, however, suffers from a difficult synthetic route, complicating acid-base chemistry, and limited solubility in non-aqueous media. Parkin indirectly constructed an N,N,O donor set by the insertion of carbon dioxide or formaldehyde into the B-H bond of a [bis(pyrazolyl)hydroborato]zinc complex.…”

Section: Introductionmentioning

confidence: 99%

Bis(1‐methylimidazol‐2‐yl)propionates and Bis(1‐methylbenzimidazol‐2‐yl)‐propionates: A New Family of Biomimetic N,N,O Ligands – Synthesis, Structures and Cu^II Coordination Complexes

et al. 2005

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A general synthetic route towards new tridentate, tripodal N,N,O ligands, bearing one carboxylate group and two of the biologically relevant imidazole moieties, is presented. The parent compounds of this new family of ligands, A[MIm2Pr] (1) and A[BenzMIm2Pr] (2) (A = H, K, Bu4N) were synthesized in two steps and high overall yield. The structures of HMIm2Pr (1a) and HBenzMIm2Pr (2a) were confirmed by X‐ray crystal structure determination, both molecules forming infinite one‐dimensional hydrogen bonded chains. The synthetic route allows for the fine‐tuning of the physical properties of both ligand systems, e.g., solubility and ease of crystallization. The capability of the two ligands to coordinate facially through all donor atoms was investigated and two isostructural mononuclear copper(II) complexes of the type [CuL2] were obtained. Both [Cu(MIm2Pr)2]·2H2O (3) and [Cu(BenzMIm2Pr)2]·3.12(H2O)·1.74(C2H5OH) (4) have been characterized by X‐ray crystallography, ESI‐MS, elemental analysis, UV/Vis, IR, and EPR spectroscopy. In both structures the copper atoms are on an inversion center, which results in a tetragonally distorted octahedral coordination geometry. The CuN4O2 chromophores consist of four equatorially coordinated imidazole nitrogen atoms and two axially coordinated carboxylate groups. The non‐coordinated water molecules of both crystal structures are involved in a one‐dimensional hydrogen‐bonded network. Two neighboring octahedrons are connected by two water molecules, each water molecule forming two hydrogen bonds with the non‐coordinated oxygen atoms of the carboxylate group. This results in the formation of infinite one‐dimensional chains. EPR spectroscopy and ESI‐MS measurements provide evidence for the integrity of the complexes in solution. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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Synthesis of and Novel Reactions with Bis[imidazol-2-yl]nitromethane

Cited by 54 publications

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Synthesis, structure and anti-fungal activity of dimeric Ag(I) complexes containing bis-imidazole ligands

Synthesis, structure and anti-fungal activity of dimeric Ag(I) complexes containing bis-imidazole ligands

Structure and Magnetism of a New Dodecanuclear Cu^II Complex with Acetato and Imidazolato Bridges, Formed by Oxidation of the Chelating Ligand 1,1,7,7‐Tetrakis(imidazol‐2‐yl)‐2,6‐diazaheptane

Bis(1‐methylimidazol‐2‐yl)propionates and Bis(1‐methylbenzimidazol‐2‐yl)‐propionates: A New Family of Biomimetic N,N,O Ligands – Synthesis, Structures and Cu^II Coordination Complexes

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Synthesis of and Novel Reactions with Bis[imidazol-2-yl]nitromethane

Cited by 54 publications

References 0 publications

Synthesis, structure and anti-fungal activity of dimeric Ag(I) complexes containing bis-imidazole ligands

Synthesis, structure and anti-fungal activity of dimeric Ag(I) complexes containing bis-imidazole ligands

Structure and Magnetism of a New Dodecanuclear CuII Complex with Acetato and Imidazolato Bridges, Formed by Oxidation of the Chelating Ligand 1,1,7,7‐Tetrakis(imidazol‐2‐yl)‐2,6‐diazaheptane

Bis(1‐methylimidazol‐2‐yl)propionates and Bis(1‐methylbenzimidazol‐2‐yl)‐propionates: A New Family of Biomimetic N,N,O Ligands – Synthesis, Structures and CuII Coordination Complexes

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Structure and Magnetism of a New Dodecanuclear Cu^II Complex with Acetato and Imidazolato Bridges, Formed by Oxidation of the Chelating Ligand 1,1,7,7‐Tetrakis(imidazol‐2‐yl)‐2,6‐diazaheptane

Bis(1‐methylimidazol‐2‐yl)propionates and Bis(1‐methylbenzimidazol‐2‐yl)‐propionates: A New Family of Biomimetic N,N,O Ligands – Synthesis, Structures and Cu^II Coordination Complexes