Copper(II) complexes of aliphatic tridentate amine/dithioether ligands – Synthesis and molecular structures

Blomenkemper, Marc; Schröder, H.; Pape, Tania; Hahn, F. Ekkehardt

doi:10.1016/j.ica.2012.04.023

Cited by 11 publications

(5 citation statements)

References 36 publications

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“…[6][7][8][9][10][11][12][13] The metal halide complexes of less flexible tridentate ligands tend to be monomeric and dimeric in nature, whereas the use of more flexible tridentate ligands tends to give rise to dimeric or polymeric complexes. [14][15][16][17][18][19][20][21] These complexes also exhibit interesting magnetic behaviours. For example, it has been found that the strengths of magnetic interactions between copper(II) metal ions are primarily a function of Cu-XLCu contact, Cu(II) center geometry, Cu-XLX-Cu distance, Cu-XLX angle, and the electronic nature of the halide ion in copper(II) halide complexes.…”

Section: Introductionmentioning

confidence: 99%

Structures and Magnetic Properties of Monomeric Copper(II) Bromide Complexes with a Pyridine-Containing Tridentate Schiff Base

Kang¹,

Yong²,

Song³

et al. 2013

Bulletin of the Korean Chemical Society

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Two novel copper(II) bromide complexes with pyridine containing Schiff base ligands, Cu(pmed)Br 2 and Cu(dpmed)Br 2 where pmed = N'-((pyridin-2-yl)methylene)ethane-1,2-diamine (pmed) and dpmed = N,Ndiethyl-N'-((pyridin-2-yl)methylene)ethane-1,2-diamine (dpmed) were synthesized and characterized using Xray single crystal structure analysis, optical and magnetic susceptibility measurements. Crystal structural analysis of Cu(pmed)Br 2 showed that the copper(II) ion has a distorted square-pyramidal geometry with the trigonality index of τ = 0.35 and two intermolecular hydrogen bonds, which result in the formation of two dimensional networks in the ab plane. On the other hand, Cu(dpmed)Br 2 displayed a near square-pyramidal geometry with the value of τ = 0.06. In both compounds, the NNN Schiff base and one Br atom occupy the basal plane, whereas the fifth apical position is occupied by the other Br atom at a greater Cu-Br apical distance. The reported complexes show g ⎟⎜ > g ⊥ > 2.0023 with a d x 2 -y 2 ground state and a penta-coordinated square pyramidal geometry. Variable temperature magnetic susceptibility measurements showed that the developed copper(II) complexes follow the Curie-Weiss law, that is there are no magnetic interactions between the copper(II) ions since the Cu--Cu distance is too far for magnetic contact.

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Section: Introductionmentioning

confidence: 99%

Structures and Magnetic Properties of Monomeric Copper(II) Bromide Complexes with a Pyridine-Containing Tridentate Schiff Base

Kang¹,

Yong²,

Song³

et al. 2013

Bulletin of the Korean Chemical Society

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“…The longer apical Cu–O distance is the consequence of Jahn‐Teller effect. Although there are a lot of reported examples displaying the coordination between Cu 2+ ion and thiother sulfur donor,19–24 the methylthio sulfur atom of 4 ‐ MTPP ligand in compound 1 does not participate in coordination, which is possibly due to the fact that S, N‐donor set in 4 ‐ MTPP cannot form energetically stable five or six‐membered chelate ring as found in literatures.…”

Section: Resultsmentioning

confidence: 87%

From Zero‐dimensional to One‐dimensional: Use of Metal‐Ligand Affinity in Supramolecular Assembly

Zhu

Shan

Yang

et al. 2012

Zeitschrift anorg allge chemie

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The self‐assembly of 4‐MTPP [4‐MTPP = 2‐(methylthio)‐4‐(pyridin‐4‐yl)pyrimidine] with Cu(NO3)2 and AgNO3 was structurally investigated. For Cu(NO3)2, a discrete mononuclear CuII coordination compound, [Cu(4‐MTPP)2(NO3)2] (1), resulted that is exclusively based on Cu–N coordination. For AgNO3, a unique one‐dimensional double‐chain structure (2) was obtained with the Ag–N distances varying from 2.181(9) to 2.223(9) Å, and the average Ag–S distance being 2.98 Å. Compared to zero‐dimensional 1, the extension to one‐dimensional 2 is considered to result from the specific affinity between Ag+ and the ligand 4‐MTPP that is attributed to the strong coordinating tendency of silver for aromatic nitrogen and thioether sulfur atoms.

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“…8 (C) Limitations in catalytic hydrogenation of CAs into olefinic and/or enantio-enriched primary alcohols, valuable building blocks. (bromoethylamine hydrobromide and RSX, where X = Na for R = Me, X = H for R = Ph and Trt; chloroethylamine hydrochloride and BnSH 28 ). Alternatively, all RSCH 2 CH 2 NH 2 are commercially available from several vendors; for example, t BuSCH 2 CH 2 NH 2 used in this study was purchased from Enamine, LLC.…”

Section: Resultsmentioning

confidence: 99%

“…MeSCH 2 CH 2 NH 2 , PhSCH 2 CH 2 NH 2 , and t BuSCH 2 CH 2 NH 2 were purchased from Enamine or prepared using modifications of literature procedures (vide infra). BnSCH 2 CH 2 NH 2 28 was prepared as described elsewhere. All solvents for aerobic organic syntheses were purchased from Sigma-Aldrich and used as received in air in a fume hood.…”

Section: Methodsmentioning

confidence: 99%

Engineering Catalysts for Selective Ester Hydrogenation

Dub

Batrice

Gordon

et al. 2020

Org. Process Res. Dev.

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The development of efficient catalysts and processes for synthesizing functionalized (olefinic and/or chiral) primary alcohols and fluoral hemiacetals is currently needed. These are valuable building blocks for pharmaceuticals, agrochemicals, perfumes, and so forth. From an economic standpoint, bench-stable Takasago Int. Corp.’s Ru-PNP, more commonly known as Ru-MACHO, and Gusev’s Ru-SNS complexes are arguably the most appealing molecular catalysts to access primary alcohols from esters and H2 (Waser, M. et al. Org. Proc. Res. Dev. 2018, 22, 862). This work introduces economically competitive Ru-SNP(O) z complexes (z = 0, 1), which combine key structural elements of both of these catalysts. In particular, the incorporation of SNP heteroatoms into the ligand skeleton was found to be crucial for the design of a more product-selective catalyst in the synthesis of fluoral hemiacetals under kinetically controlled conditions. Based on experimental observations and computational analysis, this paper further extends the current state-of-the-art understanding of the accelerative role of KO-t-C4H9 in ester hydrogenation. It attempts to explain why a maximum turnover is seen to occur starting at ∼25 mol % base, in contrast to only ∼10 mol % with ketones as substrates.

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Copper(II) complexes of aliphatic tridentate amine/dithioether ligands – Synthesis and molecular structures

Cited by 11 publications

References 36 publications

Structures and Magnetic Properties of Monomeric Copper(II) Bromide Complexes with a Pyridine-Containing Tridentate Schiff Base

Structures and Magnetic Properties of Monomeric Copper(II) Bromide Complexes with a Pyridine-Containing Tridentate Schiff Base

From Zero‐dimensional to One‐dimensional: Use of Metal‐Ligand Affinity in Supramolecular Assembly

Engineering Catalysts for Selective Ester Hydrogenation

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Copper(II) complexes of aliphatic tridentate amine/dithioether ligands – Synthesis and molecular structures

Cited by 11 publications

References 36 publications

Structures and Magnetic Properties of Monomeric Copper(II) Bromide Complexes with a Pyridine-Containing Tridentate Schiff Base

Structures and Magnetic Properties of Monomeric Copper(II) Bromide Complexes with a Pyridine-Containing Tridentate Schiff Base

From Zero‐dimensional to One‐dimensional: Use of Metal‐­Ligand Affinity in Supramolecular Assembly

Engineering Catalysts for Selective Ester Hydrogenation

Contact Info

Product

Resources

About

From Zero‐dimensional to One‐dimensional: Use of Metal‐Ligand Affinity in Supramolecular Assembly