Pyridyläthylierungen am Imidazol, Benzimidazol und Benztriazol

Profft, Elmar; Georgi, Wolfgang

doi:10.1002/jlac.19616430119

Cited by 9 publications

(2 citation statements)

References 9 publications

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“…Our investigations started with the preparation of the novel zwitterionic imidazolium salts 2a – c bearing 3-sulfonatopropyl and 2-pyridyl ( 2a ), 2-picolyl ( 2b ) or 2-pyridylethyl ( 2c ) substituents (Scheme ). They were synthesized in high yields (73–86%) by reacting the known imidazoles 1a – c with 1,3-propane sultone in acetone, at room temperature, for one week . Analytical and spectroscopic data (IR, and 1 H and 13 C{ 1 H} NMR) obtained for 2a – c were in complete accord with the proposed formulations (details are given in the Experimental Section).…”

Section: Resultsmentioning

confidence: 99%

Water-Soluble Gold(I) and Gold(III) Complexes with SulfonatedN-Heterocyclic Carbene Ligands: Synthesis, Characterization, and Application in the Catalytic Cycloisomerization of γ-Alkynoic Acids into Enol-Lactones

et al. 2013

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Zwitterionic imidazolium salts bearing 3-sulfonatopropyl, and 2-pyridyl, 2-picolyl respectively. These complexes proved to be active, selective and recyclable catalysts for the intramolecular cyclization of γ-alkynoic acids under biphasic toluene/water conditions, leading to the desired enol-lactones in high yields under mild conditions (r.t.). Remarkably, despite the well-known ability of gold complexes to promote the hydration of C≡C bonds, the competitive hydration process was not observed, even during the cycloisomerization reactions of 1,6-diynes.

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Section: Resultsmentioning

confidence: 99%

Water-Soluble Gold(I) and Gold(III) Complexes with SulfonatedN-Heterocyclic Carbene Ligands: Synthesis, Characterization, and Application in the Catalytic Cycloisomerization of γ-Alkynoic Acids into Enol-Lactones

et al. 2013

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“…Pyridylethylation of amines has previously been used to prepare a variety of chelating agents (Phillip et al, 1970;Profft & Georgi, 1961;Profft & Lojack 1962;Gray et al, 1960;Kryatov et al, 2002;Kryatova et al, 2012;Marsich et al, 1998;Karlin et al, 1984;Anandababu et al, 2020;Muthuramalingam et al, 2019a,b), with an original driver being the generation of biomimetic molecules (Karlin et al, 1984). Examples immediately relevant to the present work (Fig.…”

Section: Chemical Contextmentioning

confidence: 97%

Chlorocobalt complexes with pyridylethyl-derived diazacycloalkanes

Addison¹,

Jaworski²,

Jasinski³

et al. 2022

Acta Cryst E

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Syntheses are described for the blue/purple complexes of cobalt(II) chloride with the tetradentate ligands 1,4-bis[2-(pyridin-2-yl)ethyl]piperazine (Ppz), 1,4-bis[2-(pyridin-2-yl)ethyl]homopiperazine (Phpz), trans-2,5-dimethyl-1,4-bis[2-(pyridin-2-yl)ethyl]piperazine (Pdmpz) and tridentate 4-methyl-1-[2-(pyridin-2-yl)ethyl]homopiperazine (Pmhpz). The CoCl2 complexes with Ppz, namely, {μ-1,4-bis[2-(pyridin-2-yl)ethyl]piperazine}bis[dichloridocobalt(II)], [Co2Cl4(C18H24N4)] or Co2(Ppz)Cl4, and Pdmpz (structure not reported as X-ray quality crystals were not obtained), are shown to be dinuclear, with the ligands bridging the two tetrahedrally coordinated CoCl2 units. Co2(Ppz)Cl4 and {dichlorido{4-methyl-1-[2-(pyridin-2-yl)ethyl]-1,4-diazacycloheptane}cobalt(II) [CoCl2(C13H21N3)] or Co(Pmhpz)Cl2, crystallize in the monoclinic space group P21/n, while crystals of the pentacoordinate monochloro chelate 1,4-bis[2-(pyridin-2-yl)ethyl]piperazine}chloridocobalt(II) perchlorate, [CoCl(C18H24N4)]ClO4 or [Co(Ppz)Cl]ClO4, are also monoclinic (P21). The complex {1,4-bis[2-(pyridin-2-yl)ethyl]-1,4-diazacycloheptane}dichloridocobalt(II) [CoCl2(C19H26N4)] or Co(Phpz)Cl2 (P\overline{1}) is mononuclear, with a pentacoordinated CoII ion, and entails a Phpz ligand acting in a tridentate fashion, with one of the pyridyl moieties dangling and non-coordinated; its displacement by Cl− is attributed to the solvophobicity of Cl− toward MeOH. The pentacoordinate Co atoms in Co(Phpz)Cl2, [Co(Ppz)Cl]+ and Co(Pmhpz)Cl2 have substantial trigonal–bipyramidal character in their stereochemistry. Visible- and near-infrared-region electronic spectra are used to differentiate the two types of coordination spheres. TDDFT calculations suggest that the visible/NIR region transitions contain contributions from MLCT and LMCT character, as well as their expected d–d nature. For Co(Pmhpz)Cl2 and Co(Phpz)Cl2, variable-temperature magnetic susceptibility data were obtained, and the observed decreases in moment with decreasing temperature were modelled with a zero-field-splitting approach, the D values being +28 and +39 cm−1, respectively, with the S = 1/2 state at lower energy.

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1,2,3‐Triazoles Containing More Than One Representative Function

1980

Chemistry of Heterocyclic Compounds: A Series of Monographs

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Pyridyläthylierungen am Imidazol, Benzimidazol und Benztriazol

Cited by 9 publications

References 9 publications

Water-Soluble Gold(I) and Gold(III) Complexes with SulfonatedN-Heterocyclic Carbene Ligands: Synthesis, Characterization, and Application in the Catalytic Cycloisomerization of γ-Alkynoic Acids into Enol-Lactones

Water-Soluble Gold(I) and Gold(III) Complexes with SulfonatedN-Heterocyclic Carbene Ligands: Synthesis, Characterization, and Application in the Catalytic Cycloisomerization of γ-Alkynoic Acids into Enol-Lactones

Chlorocobalt complexes with pyridylethyl-derived diazacycloalkanes

1,2,3‐Triazoles Containing More Than One Representative Function

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