Synthesis and structures of copper(II), copper(I,II) and copper(I) complexes with 4-(3,5-diphenyl-1H-pyrazol-1-yl)-6-(piperidin-1-yl)pyrimidine. Luminescence of copper(I) complexes

Vinogradova, Katerina A.; Krivopalov, V. P.; Николаенкова, Елена Б.; Pervukhina, N. V.; Naumov, D. Yu.; Рахманова, М. И.; Boguslavsky, E. G.; Sheludyakova, L. A.; Bushuev, Mark B.

doi:10.1016/j.poly.2013.04.009

Cited by 17 publications

(13 citation statements)

References 67 publications

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“…In the first stage, the copper(I) halides were reacted with L in MeCN solutions to yield poorly soluble precipitates of [CuLX] (X = Cl, Br) and [Cu 2 L 2 I 2 ]. 11 In the second stage, the resulting mixtures were treated with one equivalent of PPh 3 . This resulted in the dissolution of initially precipitated copper(I) complexes and, further, in precipitation of heteroleptic complexes [CuL-(PPh 3 )X] (Scheme 1).…”

Section: Synthetic Aspectsmentioning

confidence: 99%

“…10 In the field of pyrimidine chemistry, our research is focused on the synthesis of hybrid azolylpyrimidine-based metal complexes including complexes with (1H-pyrazol-1-yl)pyrimidines. 11 The biological and pharmacological activity of pyrazolylpyrimidines and their complexes is documented. 12 Pyrazolylpyrimidines have been used as co-ligands to tune the redox properties of ruthenium(II)-bipy complexes.…”

Section: Introductionmentioning

confidence: 99%

“…15,16 Although complexes with pyrazolylpyrimidines show various functional properties, there are little data available on their luminescence. 11,17 It has previously been demonstrated that emission properties of mononuclear copper(I) complexes can be tuned by halido-ligands. 18 To the best of our knowledge, however, there are little data available on detailed comparative photophysical studies for these compounds.…”

Section: Introductionmentioning

confidence: 99%

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Halide impact on emission of mononuclear copper(i) complexes with pyrazolylpyrimidine and triphenylphosphine

et al. 2014

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A series of mononuclear heteroleptic copper(I) halide complexes, [CuL(PPh3)X] (X = Cl, Br, I), based on 4-(3,5-diphenyl-1H-pyrazol-1-yl)-6-(piperidin-1-yl)pyrimidine (L) and triphenylphosphine, have been synthesized by reaction between CuX (X = Cl, Br, I), L and PPh3 in a molar ratio of 1/1/1 in MeCN solutions. The copper atom, showing the distorted tetrahedral environment, is bound by the N,N-chelating ligand L, triphenylphosphine and a halide ion. The complexes [CuL(PPh3)Cl] and [CuL(PPh3)Br] are isostructural. In CH2Cl2 solutions, L and the complexes [CuL(PPh3)X] (X = Cl, Br, I) display a luminescence band with λ(max) = 377 nm and a lifetime of 1.9 ns (ligand-based luminescence (LL*)). However, the complex [CuL(PPh3)I] has an additional weak luminescence band with λ(max) = 681 nm and a lifetime of 96 ns of (3)MLCT origin. In the solid state, L shows the splitting of the luminescence band to λ(max) = 365 and 384 nm and a slight increase of the lifetime to 2.66 ns. Solid samples of the complexes [CuL(PPh3)X] demonstrate (3)MLCT luminescence bands at 620 nm (X = Cl), 605 nm (X = Br) and 559 nm (X = I) with lifetimes in the range 3.6-11.2 μs, whereas the LL* band (377 nm) is absent. Quantum yields and rate constants of radiative and nonradiative processes were determined in CH2Cl2 solutions and in the solid state for all complexes. The luminescence quantum yield and lifetimes for the solid samples increase in the order [CuL(PPh3)Cl] < [CuL(PPh3)Br] < [CuL(PPh3)I]. This is due to the increase of radiative decay and simultaneous suppression of nonradiative decay. The complex [CuL(PPh3)I] shows a high quantum yield of 29.4% and an excited state lifetime of 11.2 μs.

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Section: Synthetic Aspectsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Halide impact on emission of mononuclear copper(i) complexes with pyrazolylpyrimidine and triphenylphosphine

et al. 2014

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“…In our previous study, we reported the polydentate ligand [4‐(4,6‐bis(1H‐pyrazol‐1‐yl)‐1,3,5‐triazin‐2‐yl)morpholine] (L) and its preliminary reactivity behaviors with transitional metals Co II , Mn II , Cr III , and Fe III . For the reason of coordination flexibility and superior properties of copper(II) complexes, we have synthesized three copper(II) complexes 1 – 3 of L with different counteranions in the presented report. Noncovalent interactions, effect of counteranions on the structure, and properties of them are discussed.…”

Section: Introductionmentioning

confidence: 99%

Syntheses, Crystal Structures, and Properties of Three Copper(II) Complexes Constructed by 4-(4,6-Bis(1H-pyrazol-1-yl)-1,3,5-triazin-2-yl)morpholine

Chu

Zhang

Wang

2017

Z. Anorg. Allg. Chem.

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Three copper(II) complexes of the polydentate N‐donor ligand [4‐(4,6‐bis(1H‐pyrazol‐1‐yl)‐1,3,5‐triazin‐2‐yl)morpholine] (L) with chlorides, nitrates, and perchlorates as anions, namely, [CuCl2(L)]·0.5(MeCN) (1), [Cu(NO3)2(H2O)(L)]·(MeCN) (2), and [Cu(L)2](ClO4)2·(MeCN) (3) were synthesized and structurally characterized by IR, elemental analysis and X‐ray crystallographic analysis. In these complexes, the L ligand binds the copper(II) cation in the tridentate N3 form. The coordination arrangement around the central copper(II) atom is distorted square‐pyramidal in 1 but it is distorted octahedral in 2 and 3. The interesting noncovalent interactions such as hydrogen bonds, π–π stacking, and anion–π interactions present in the solid‐state structures are discussed. The crystal results reveal that the counteranions play important roles in determining the diverse structures of these complexes. Moreover, the PXRD, TG, DRS, and fluorescence properties of compounds 1–3 were investigated.

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“…32 Furthermore, pyrazole ligands employed in such polynuclear Cu(I) compounds are deprotonated (pyrazolate ligands) or neutral pyrazolyl-pyridine/pyrimidine combinations. 32,[40][41][42][43][44] To our knowledge, there is only one report on a neutral monodentate onlypyrazole (not having other nitrogenated substituents) based Cu(I) complex. 45 There are however some more reports on neutral polypyrazolyl ligands, leading to a wide variety of coordination polymers.…”

Section: Introductionmentioning

confidence: 99%

Tuning the architectures and luminescence properties of Cu(i) compounds of phenyl and carboranyl pyrazoles: the impact of 2D versus 3D aromatic moieties in the ligand backbone

et al. 2021

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Synthesis and structures of copper(II), copper(I,II) and copper(I) complexes with 4-(3,5-diphenyl-1H-pyrazol-1-yl)-6-(piperidin-1-yl)pyrimidine. Luminescence of copper(I) complexes

Cited by 17 publications

References 67 publications

Halide impact on emission of mononuclear copper(i) complexes with pyrazolylpyrimidine and triphenylphosphine

Halide impact on emission of mononuclear copper(i) complexes with pyrazolylpyrimidine and triphenylphosphine

Syntheses, Crystal Structures, and Properties of Three Copper(II) Complexes Constructed by 4-(4,6-Bis(1H-pyrazol-1-yl)-1,3,5-triazin-2-yl)morpholine

Tuning the architectures and luminescence properties of Cu(i) compounds of phenyl and carboranyl pyrazoles: the impact of 2D versus 3D aromatic moieties in the ligand backbone

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