Unusual copper(II) coordination mode from a potential Schiff-base reaction

Mahon, Mary F.; McGinley, John; Rooney, A. Denise; Walsh, John M.D.

doi:10.1016/j.ica.2008.10.029

Cited by 14 publications

(9 citation statements)

References 55 publications

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“…10,11) Usually, the N, O donor heterodentate Schiff bases can be derived by condensing the aldehydes/ketones with various amines or amino acids. 12,13) N 2 O 2 Schiff base ligands derived from salicylald ehyde and diamine have been known. 14,15) Dialdehydes and diketones with amines and amino acids have also been utilized to obtain a variety of N 2 O 2 Schiff base ligands.…”

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confidence: 99%

Synthesis, Characterization and Biological Evaluation of Mononuclear Co(II), Ni(II), Cu(II) and Pd(II) Complexes with New N2O2 Schiff Base Ligands

Budige

Puchakayala

Kongara

et al. 2011

CHEMICAL & PHARMACEUTICAL BULLETIN

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Schiff bases have a variety of applications in biological, clinical, and pharmacological areas. The synthesis and application of Schiff bases and their coordination compounds have been highly considered in inorganic, organic and biological fields, since their structural properties similar to some of the biological systems.1-6) Additionally, tetradentate Schiff bases composed of N 2 O 2 donor atoms set have been recognized as a kind of important chelating ligands for designing medicinally and catalytically useful metal complexes. [7][8][9] The flexible coordination behavior of these types of chelating ligands could also be useful to generate interesting dimeric and polymeric structures as synthones for supramolecular chemistry. 10,11) Usually, the N, O donor heterodentate Schiff bases can be derived by condensing the aldehydes/ketones with various amines or amino acids. 12,13) N 2 O 2 Schiff base ligands derived from salicylald ehyde and diamine have been known. 14,15) Dialdehydes and diketones with amines and amino acids have also been utilized to obtain a variety of N 2 O 2 Schiff base ligands. 16)Amino acids plays an important role in many physiological activities of the human body and also helpful in understanding biological functions of macromolecules such as proteins. 17) In particular, tryptophan (Trp)/histidine (His) analogues as promising candidates for novel antimicrobial therapeutics. In the recent years, a series of synthetic peptide analogues based on Trp-His and His-Arg (antimicrobial peptides) structural frameworks have been prepared and found to be active against several Gram-positive and Gram-negative bacterial strains as well as against fungal strains.18) Furthermore, it is well known that the human body contains essential metaloelements which play important roles and interact with many biological molecules to fully understand the physiological functions by studying their chemistry coordination and behavior. 17,18) In the present studies we have introduced an azomethine (Schiff base) linkage to tryptophan/histidine, which may permit a variety in their coordination behaviour and complexation role.In previous studies, we have described the synthesis, catalytic and biological applications of Schiff bases and their metal complexes derived from o-phthalaldehyde (OPA) with various amines. [19][20][21][22][23][24][25][26][27] In this respect, we have also developed some useful macrocyclic Schiff bases and their metal complexes. Results from these studies have also shown that complexation of metals with Schiff base ligands serves to improve their antimicrobial activity. There are few other research groups also reported the importance of Schiff base chemistry of the combination of o-phthalaldehyde with amines.28,29) However, a careful literature survey reveals that Schiff bases from the combination of amino acids and o-phthalaldehyde and their coordination behavior towards the transition elements have yet not been studied. The combination of dialdehyde i.e. o-phthalaldehyde and aminoacids is expected to ...

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confidence: 99%

Synthesis, Characterization and Biological Evaluation of Mononuclear Co(II), Ni(II), Cu(II) and Pd(II) Complexes with New N2O2 Schiff Base Ligands

Budige

Puchakayala

Kongara

et al. 2011

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…9,19,20,[23][24][25][26] In a first step, [ (ClO 4 ) 2 in 33% yield by a Ni-catalyzed imine hydrolysis in the presence of water of crystallization (Scheme 2). 27 The molecular structure was unequivocally confirmed by X-ray crystallography ( Fig. S3 †).…”

Section: Synthesis and Characterizationmentioning

confidence: 82%

Modulation of the CO₂ fixation in dinickel azacryptands

et al. 2017

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While bimetallic azacryptands are known to selectively coordinate CO, there is little knowledge on how different substitution patterns of the azacryptand cage structure influence CO coordination. Stopped-flow UV-vis spectroscopy, electrochemical analysis and DFT calculations were performed on a series of dinickel azacryptands and showed different rates of CO coordination to the complexes. We herein present data showing that the different flexibility of the azacryptands is directly responsible for the difference in the CO uptake capability of dinickel azacryptand complexes.

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“…The [CuCl2]anion is precedented in over 100 other salts, of which we found fourteen containing a Cu II cation in the Cambridge Structural Database. These cations are mostly 5-coordinate complexes, [30][31][32][33][34][35][36][37][38][39][40][41] but there are also two examples of 4-coordinate complexes like the cation of compound 2 in the structures of the chloro-(2,6-bis((1,3-di-tert-butylimidazolin-2-imino)methyl)pyridine)copper(II) and [Cu(Ph3AsO)4] 2+ salts. [42][43] The relevant geometric parameters of the cations in the two structures are reported and compared in Table 1.…”

Section: (A) Synthesis and Characterizationmentioning

confidence: 99%

Preparation of Diamine‐β‐diketiminato Copper(II) Complexes and Their Application in the Reverse Atom‐Transfer Radical Polymerization of Styrene

et al. 2012

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Keywords: Copper / -diketiminato ligands / controlled radical polymerization / polystyrene / ARGET ATRP Compound Et2NCH2CH2N=C(Me)CH=C(Me)NHCH2CH2NEt2 (HL), after conversion to the Li + salt by MeLi, reacts with CuCl2 in toluene to yield CuClL (1). The compound adopts a 4-coordinate CuClN3 environment with a pendant amino arm. The same reaction with CuCl, as well as reactions of CuCl or [Cu(MeCN)4]BF4 with LiL, leads to disproportionation with deposition of metallic copper. Crystals of compounds [CuL][CuCl2] (2) and [CuL]BF4 (3) were isolated in minor amounts from these reactions. The [CuL] + ion in these compounds has a 4-coordinate CuN4 environment.Compound 2 was also obtained in good yields from the reaction between equivalent amounts of 1 and CuCl. Compound 1 was used to control the radical polymerization of styrene under ARGET ATRP conditions in the presence of glucose as reducing agent and bromoethylbenzene as initiator. The polymerization behavior indicates that the controlling ability of this system is negatively affected by its slow trapping rate and by the disproportionation of the CuL catalyst.

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Unusual copper(II) coordination mode from a potential Schiff-base reaction

Cited by 14 publications

References 55 publications

Synthesis, Characterization and Biological Evaluation of Mononuclear Co(II), Ni(II), Cu(II) and Pd(II) Complexes with New N2O2 Schiff Base Ligands

Synthesis, Characterization and Biological Evaluation of Mononuclear Co(II), Ni(II), Cu(II) and Pd(II) Complexes with New N2O2 Schiff Base Ligands

Modulation of the CO₂ fixation in dinickel azacryptands

Preparation of Diamine‐β‐diketiminato Copper(II) Complexes and Their Application in the Reverse Atom‐Transfer Radical Polymerization of Styrene

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Unusual copper(II) coordination mode from a potential Schiff-base reaction

Cited by 14 publications

References 55 publications

Synthesis, Characterization and Biological Evaluation of Mononuclear Co(II), Ni(II), Cu(II) and Pd(II) Complexes with New N2O2 Schiff Base Ligands

Synthesis, Characterization and Biological Evaluation of Mononuclear Co(II), Ni(II), Cu(II) and Pd(II) Complexes with New N2O2 Schiff Base Ligands

Modulation of the CO2 fixation in dinickel azacryptands

Preparation of Diamine‐β‐diketiminato Copper(II) Complexes and Their Application in the Reverse Atom‐Transfer Radical Polymerization of Styrene

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Modulation of the CO₂ fixation in dinickel azacryptands