NIR emitting platinum pincer complexes based on the N^N^C ligand containing {benz[4,5]imidazo[1,2-a]pyrazin} aromatic system; synthesis, characterization and photophysical study

Shakirova, Julia R.; Hendi, Zohreh; Zhukovsky, Daniil; Соколов, В. В.; Jamali, Sirous; Pavlovskiy, Vladimir V.; Porsev, Vitaly V.; Ėvarestov, R. A.; Tunik, Sergey P.

doi:10.1016/j.ica.2020.119776

Cited by 4 publications

(10 citation statements)

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“…[ 8,16,31–38 ] We also planned to obtain the phosphine substituted derivatives of 1–3 under typical reaction conditions shown in Scheme 4 (path I), which consist in mixing of the starting chloride compounds with the phosphine under argon atmosphere. [ 24,39–41 ]…”

Section: Resultsmentioning

confidence: 99%

“…[8,16,[31][32][33][34][35][36][37][38] We also planned to obtain the phosphine substituted derivatives of 1-3 under typical re-action conditions shown in Scheme 4 (path I), which consist in mixing of the starting chloride compounds with the phosphine under argon atmosphere. [24,[39][40][41] To prevent incomplete conversion and speed up the reaction we used a slight excess of triphenylphosphine (1.2 equivalents) that also took into account possible oxidation of the phosphine ligand. Right after the start of the reaction we observed rapid changes in the solution color from orange-red to light yellow and after reaction completion we isolated the major product as nearly colorless crystalline material with the yield of ca.…”

Section: Synthesis and Properties Of Complexes With Triphenylphosphinmentioning

confidence: 99%

“…The reaction shown in Scheme 2 proved to proceed through uncommon pathway and afforded an extremely unusual structural pattern where the chloride keeps bonding to platinum, two phosphine ligands have entered the coordination sphere, whereas in contrast to well-known examples of the substitution chemistry in the pincer [Pt(NNC)Hal] complexes [8,16,[31][32][33][34][35][36][37][38][39][40][41] the NNC ligand is coordinated in terminal manner to form metalating bond with one of the pyridyl rings. To the best of our knowledge this is the first example of the chemistry of the {Pt(NNC)} complexes where the pincer coordination mode is completely broken to form a new metalating bond with an aromatic pyridine ring of the intact NNC ligand.…”

Section: Synthesis and Properties Of Complexes With Triphenylphosphinmentioning

confidence: 99%

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Unusual Reactivity and Photophysical Properties of Platinum(II) Pincer Complexes Containing 6,6'‐Diphenyl‐2,2'‐bipyridine Ligands

et al. 2020

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A series of novel 6,6'‐diphenyl‐2,2'‐bipyridine ligands modified with the substituents at phenyl and bipyridine moieties have been prepared and used in the synthesis of pincer platinum chloride complexes 1–3, [Pt(NNC–R)Cl], where NNC–R – dimethyl 6,6'‐diphenyl‐[2,2'‐bipyridine]‐5,5'‐dicarboxylate (R = H, (1)), dimethyl 6,6'‐bis(4‐fluorophenyl)‐[2,2'‐bipyridine]‐5,5'‐dicarboxylate (R = F (2)), dimethyl 6,6'‐bis(4‐methoxyphenyl)‐[2,2'‐bipyridine]‐5,5'‐dicarboxylate (R = OMe (3)). Reactions of the obtained compounds with triphenylphosphine proceed through unusual pathway, which gives the [Pt(NNC–R)(PPh3)2Cl] products (1a–3a) containing two phosphine ligands, with the chloride retained in coordination sphere and diphenyl‐bipyridine fragment coordinated in η1‐mode through metalation of a pyridine ring. All complexes have been characterized with mass‐spectrometry and NMR spectroscopy, solid‐state structure of 1–3 and 1a, 3a was revealed by using XRD crystallography. The complexes 1–3 are phosphorescent in dichloromethane solution and in solid state. Their photophysical characteristics were determined and analyzed by DFT calculations, which gave assignment of emissive excited state character with the major contribution from the intraligand charge transfer (3ILCT, Ph→bipyridine) and ligand centered (3LC, bipyridine fragment) transitions.

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Section: Resultsmentioning

confidence: 99%

Section: Synthesis and Properties Of Complexes With Triphenylphosphinmentioning

confidence: 99%

Section: Synthesis and Properties Of Complexes With Triphenylphosphinmentioning

confidence: 99%

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Unusual Reactivity and Photophysical Properties of Platinum(II) Pincer Complexes Containing 6,6'‐Diphenyl‐2,2'‐bipyridine Ligands

et al. 2020

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“…In continuation to our interest with the s-triazine pincer complexes [21][22][23][24], and in light of the interesting recently reported data in literature [25][26][27][28][29][30][31], we are presenting here the synthesis of two new Mn(II) complexes with the s-triazine based NNN-pincer ligands shown in Figure 1. The structural In continuation to our interest with the s-triazine pincer complexes [21][22][23][24], and in light of the interesting recently reported data in literature [25][26][27][28][29][30][31], we are presenting here the synthesis of two new Mn(II) complexes with the s-triazine based NNN-pincer ligands shown in Figure 1. The structural features of both complexes are elucidated.…”

Section: Introductionmentioning

confidence: 97%

Synthesis, X-ray Structure, Hirshfeld Analysis of Biologically Active Mn(II) Pincer Complexes Based on s-Triazine Ligands

2020

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Herein, the synthesis and antimicrobial activities of [Mn(MorphBPT)(H2O)2NO3]NO3; (1) and [Mn(PipBPT)(H2O)2NO3]NO3; (2) complexes of the pincer-type tridentate ligands MorphBPT; 4-(4,6-di(1H-pyrazol-1-yl)-1,3,5-triazin-2-yl)morpholine and PipBPT; 2-(piperidin-1-yl)-4,6-di(1H-pyrazol-1-yl)-1,3,5-triazine are presented. Both complexes have slightly distorted octahedral coordination geometry. Their molecular packing depends on O–H···O, C–H···O hydrogen bonds and anion–π stacking contacts. Hirshfeld analysis was used to quantify the different contacts. Both complexes exhibited better anti-fungal activity than the standard Fluconazole and comparable antibacterial activity to Gentamycin against Staphylococcus aureus and Escherichia coli microbes. Moreover, complexes 1 and 2 are biologically more active than the free ligands against these microbes.

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“…Synthetic Procedures. The synthesis of platinum compounds was carried out according to the literature procedure, 11 details of which are given below.…”

Section: ■ Introductionmentioning

confidence: 99%

DPPM-Bridged Binuclear Pt(II) Pincer Complexes: Chemistry, Structure, and Photophysics in Solution Revisited

Shilov,

Podkorytov,

Kisel

et al. 2024

Inorg. Chem.

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A series of luminescent binuclear ([dppm{Pt-(NNC)} 2 ] 2+ ) and mononuclear ([PPh 3 Pt(NNC)] + ) complexes containing pincer ligands were synthesized and characterized. Photophysical characteristics of both types of complexes were studied in dichloromethane solution. In the solid phase, the binuclear compounds adopt a syn configuration where the {Pt(NNC)} fragments are held together due to intramolecular Pt−Pt bonding and π-stacking of the pincer ligand aromatic systems. Analysis of the complexes' molecular structure in solution by multinuclear NMR spectroscopy showed that the stacked intramolecular configuration is retained in fluid media, which is in complete agreement with a considerable red shift of the emission wavelength due to formation of the intramolecular Pt−Pt bond, leading to the transformation of an emissive excited state to 3 MMLCT. It was also found that triethylamine quenches the emission of both types of complexes; the mechanism of quenching is a combination of dynamic and static channels of excited-state deactivation. In the case of binuclear complexes, deprotonation of the dppm methylene bridge by triethylamine also contributes to the chromophore quenching. To explain the observed chemistry of binuclear complex interactions with Et 3 N, a chemical equilibrium scheme was suggested, which was confirmed by quantitative monitoring of the 31 P signal variations as a function of triethylamine concentration.

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NIR emitting platinum pincer complexes based on the N^N^C ligand containing {benz[4,5]imidazo[1,2-a]pyrazin} aromatic system; synthesis, characterization and photophysical study

Cited by 4 publications

References 53 publications

Unusual Reactivity and Photophysical Properties of Platinum(II) Pincer Complexes Containing 6,6'‐Diphenyl‐2,2'‐bipyridine Ligands

Unusual Reactivity and Photophysical Properties of Platinum(II) Pincer Complexes Containing 6,6'‐Diphenyl‐2,2'‐bipyridine Ligands

Synthesis, X-ray Structure, Hirshfeld Analysis of Biologically Active Mn(II) Pincer Complexes Based on s-Triazine Ligands

DPPM-Bridged Binuclear Pt(II) Pincer Complexes: Chemistry, Structure, and Photophysics in Solution Revisited

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