Synthesis, crystal structure and conjugation properties of iminopyridine copper(I) phosphine complexes

Jadhav, A.N.; Pawal, S.B.; Chavan, S.S.

doi:10.1016/j.ica.2015.10.026

Cited by 23 publications

(5 citation statements)

References 31 publications

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“…Ligand (bpma) used in current study was obtained by the condensation reaction between the 4‐bromoaniline and 2‐pyridinecarboxaldehyde in MeOH as reported . The complexation reaction progressed smoothly by treating metal staring salts/precursors with ligand in anhydrous EtOH and afforded [(bpma)Co(μ – Cl)Cl] 2 (90.6%), [(bpma)Cu(μ – Cl)Cl] 2 (93.4%), [(bpma)Zn(μ – Cl)Cl] 2 (95.3%) and [(bpma)Cd(μ – Br)Br] 2 (92.9%) at ambient temperature.…”

Section: Resultsmentioning

confidence: 99%

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Five‐coordinate dinuclar cobalt (II), copper (II), zinc (II) and cadmium (II) complexes with 4‐bromo‐N‐(2‐pyridinylmethylene)benzenamine: Synthesis, characterisation and methyl methacrylate polymerization

Park

Lee

et al. 2018

Applied Organom Chemis

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A series of late transition metal complexes, [(bpma)Co(μ–Cl)Cl]2, [(bpma)Cu(μ–Cl)Cl]2, [(bpma)Zn(μ–Cl)Cl]2 and [(bpma)Cd(μ–Br)Br]2 (where bpma is 4‐bromo‐N‐((pyridin‐2‐yl)methylene)benzenamine) have been synthesized and structurally characterized. The X‐ray structures of dimeric complexes [(bpma)M(μ–X)X]2 (M = Co, Cu and Zn, X = Cl; M = Cd, X = Br) showed a distorted 5‐coordinate trigonal bipyramidal geometry involving two nitrogen atoms of N,N‐bidentate ligand, two bridged and one terminal halogen atoms. The complex [(bpma)Cu(μ–Cl)Cl]2 revealed the highest catalytic activity for the polymerisation of methyl methacrylate in the presence of modified methylaluminoxane with an activity of 9.14 × 104 g PMMA/mol·Cu·h at 60 °C and afforded syndiotactic poly (methylmethacrylate) (rr = 0.69).

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Section: Resultsmentioning

confidence: 99%

“…Modified methylaluminoxane (MMAO) was purchased from Tosoh Finechem Corporation as 5.90% weight aluminum of a toluene solution and used without further purification. 4‐bromo‐ N ‐((pyridin‐2‐yl)methylene) benzenamine (bpma) was prepared by previously reported procedure …”

Section: Methodsmentioning

confidence: 99%

Five‐coordinate dinuclar cobalt (II), copper (II), zinc (II) and cadmium (II) complexes with 4‐bromo‐N‐(2‐pyridinylmethylene)benzenamine: Synthesis, characterisation and methyl methacrylate polymerization

Park

Lee

et al. 2018

Applied Organom Chemis

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“…As expected, the ν(PPh 3 ) stretching is observed in the range 1477–1483, 1434–1438 and 695–699 cm −1 . [ 20,30–32 ] The ν(CN) frequencies of the ligands show changes upon complexation and appear in the range 1599–1633 cm −1 , indicating the involvement of nitrogen in the coordination of copper(I). The single phosphorous resonance is observed for LC41–LC45 (Figures S21–S25) (0.96–1.92 ppm) in the 31 P NMR spectra indicating the coordination of phosphorous atom to copper(I).…”

Section: Resultsmentioning

confidence: 99%

Synthesis, structure, characterization and biological evaluation of 3‐substituted 1‐pyridin‐2‐ylimidazo[1,5‐a]pyridine‐based copper(I)–phosphine complexes for anticancer drug screening

Pathaw

Khamrang

Selvakumaran

et al. 2020

Applied Organom Chemis

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Copper(I) complexes of the types [Cu(N-N)(PPh 3) 2 ]NO 3 (LC41-LC44) and [Cu(N-N)(PPh 3)(NO 3)] (LC45) carrying 3-substituted 1-pyridine-2-ylimidazo[1,5-a]pyridine (N-N) derivatives and triphenylphosphine (PPh 3) ligands have been prepared. The synthesized copper(I)-phosphine complexes were fully characterized by NMR, IR, ESI-MS and UV-visible spectroscopy as well as by cyclic voltammetry. Selected structures such as LC42, LC43 and LC45 were additionally analysed by single-crystal X-ray method, which show that copper(I) centre adopts a highly distorted tetrahedral geometry. The 1 H and 13 C NMR spectral data of the complexes throw light on the nature of metal-ligand bonding. They display dπ-π* metal-to-ligand charge transfer (MLCT) transition and show quasireversible Cu I /Cu II metal oxidation. Among the copper(I)-phosphine complexes, LC41-LC44 exhibit moderate cytotoxicity (IC 50 : 24 h, 67-74 μM; 48 h, 58-70 μM) against human lung epithelial adenocarcinoma A549 cells, whereas LC45 displays the best activity (IC 50 : 24 h, 42 μM; 48 h, 34 μM) for A549 cancer cell line, which is better than that of the commercial antitumor drug cisplatin. All the complexes also displayed excellent selectivity by being relatively inactive against the human lung epithelial L132 normal cell line with selectivity index (SI) values ranging from 3.4 to 7.4. The complexes block cell cycle progression of A549 cells in G 0 /G 1 phase. FACSVerse analyses are suggestive of reactive oxygen species (ROS) generation and apoptotic cell death induced by the LC41, LC43 and LC45. The induction of apoptosis in A549 cells was shown by Annexin V with propidium iodide (PI) and 4 0 ,6-diamidino-2-phenylindole (DAPI) staining methods and established the ability of LC41, LC43 and LC45 to accumulate in the cell nuclei. Larica Pathaw and Themmila Khamrang contributed equally to this work.

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“…It can be presumed that the peaks originate from π-π* transitions. 34 The Ag(I) complex exhibits emission maxima at 387 and 403 nm upon excitation at 350 nm, which are assiged to ligand-to-ligand charge-transfer (LLCT). 35 Compared with the emission of the free SPPh 3 , complex 1 shows a red shift of 2-4 nm.…”

Section: Fluorescence Propertiesmentioning

confidence: 99%

Synthesis, crystal structure, fluorescence and antioxidant properties of a binuclear Ag(I) complex based on the SPPh₃ ligand

Tang

Zhao

et al. 2019

Journal of Chemical Research

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The binuclear silver(I) complex [Ag2(η2-SPPh3)2(SPPh3)2](BF4)2 has been synthesized. Crystal analysis shows the coordination sphere around Ag(I) can be described as a three-coordinated slightly distorted planar triangular configuration with both monodentate and monoatomic bidentate bridging coordination modes for the SPPh3 ligand. The fluorescence properties of free SPPh3 and the Ag(I) complex have been studied in the solid state. The Ag(I) complex shows quasi-reversible Ag+/Ag pairs in its electrochemistry and has significant antioxidant activity against hydroxyl radicals.

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Synthesis, crystal structure and conjugation properties of iminopyridine copper(I) phosphine complexes

Cited by 23 publications

References 31 publications

Five‐coordinate dinuclar cobalt (II), copper (II), zinc (II) and cadmium (II) complexes with 4‐bromo‐N‐(2‐pyridinylmethylene)benzenamine: Synthesis, characterisation and methyl methacrylate polymerization

Five‐coordinate dinuclar cobalt (II), copper (II), zinc (II) and cadmium (II) complexes with 4‐bromo‐N‐(2‐pyridinylmethylene)benzenamine: Synthesis, characterisation and methyl methacrylate polymerization

Synthesis, structure, characterization and biological evaluation of 3‐substituted 1‐pyridin‐2‐ylimidazo[1,5‐a]pyridine‐based copper(I)–phosphine complexes for anticancer drug screening

Synthesis, crystal structure, fluorescence and antioxidant properties of a binuclear Ag(I) complex based on the SPPh₃ ligand

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Synthesis, crystal structure and conjugation properties of iminopyridine copper(I) phosphine complexes

Cited by 23 publications

References 31 publications

Five‐coordinate dinuclar cobalt (II), copper (II), zinc (II) and cadmium (II) complexes with 4‐bromo‐N‐(2‐pyridinylmethylene)benzenamine: Synthesis, characterisation and methyl methacrylate polymerization

Five‐coordinate dinuclar cobalt (II), copper (II), zinc (II) and cadmium (II) complexes with 4‐bromo‐N‐(2‐pyridinylmethylene)benzenamine: Synthesis, characterisation and methyl methacrylate polymerization

Synthesis, structure, characterization and biological evaluation of 3‐substituted 1‐pyridin‐2‐ylimidazo[1,5‐a]pyridine‐based copper(I)–phosphine complexes for anticancer drug screening

Synthesis, crystal structure, fluorescence and antioxidant properties of a binuclear Ag(I) complex based on the SPPh3 ligand

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Synthesis, crystal structure, fluorescence and antioxidant properties of a binuclear Ag(I) complex based on the SPPh₃ ligand