Three cobalt(II) porphyrins ligated with pyridyl-containing nanocarbon/gold(III) porphyrin for solar cells: Synthesis and characterization

Бичан, Н. Г.; Овченкова, Е. Н.; Мозгова, В. А.; Kudryakova, N.O.; Ломова, Т. Н.

doi:10.1016/j.poly.2021.115223

Cited by 11 publications

(9 citation statements)

References 34 publications

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“…To the best of our knowledge, only the interaction between manganese porphyrins and nitrosoarenes was evaluated in the literature so far, while such an interaction has not been reported for N -nitrosamines yet. Due to these ambiguities, we decided to investigate the correct porphyrin F structure and thus synthesized all four possible compounds, according to the published literature procedures …”

Section: Resultsmentioning

confidence: 99%

“…Metalloporphyrin CY-B was synthesized, according to the published literature procedure from protoporphyrin IX . ( Meso -tetra(4-octyloxyphenyl)porphinato)cobalt(II), ( meso -tetra(4-octylphenyl)porphinato)cobalt(II), ( meso -tetra(4-octyloxyphenyl)porphinato)manganate(II), and ( meso -tetra(4-octyloxyphenyl)porphinato)manganate(II) were synthesized, according to the published literature procedure …”

Section: Methodsmentioning

confidence: 99%

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Does the Red Shift in UV–Vis Spectra Really Provide a Sensing Option for Detection of N-Nitrosamines Using Metalloporphyrins?

Trampuž¹,

Žnidarič²,

Gallou

et al. 2022

ACS Omega

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N-nitrosamines are widespread cancerogenic compounds in human environment, including water, tobacco products, food, and medicinal products. Their presence in pharmaceuticals has recently led to several recalls of important medicines from the market, and strict controls and tight limits of N-nitrosamines are now required. Analytical determination of N-nitrosamines is expensive, laborious, and time-inefficient making development of simpler and faster techniques for their detection crucial. Several reports published in the previous decade have demonstrated that cobalt porphyrin-based chemosensors selectively bind N-nitrosamines, which produces a red shift of characteristic Soret band in UV–Vis spectra. In this study, a thorough re-evaluation of metalloporphyrin/N-nitrosamine adducts was performed using various characterization methods. Herein, we demonstrate that while N-nitrosamines can interact directly with cobalt-based porphyrin complexes, the red shift in UV–Vis spectra is not selectively assured and might also result from the interaction between impurities in N-nitrosamines and porphyrin skeleton or interaction of other functional groups within the N-nitrosamine structure and the metal ion within the porphyrin. We show that pyridine nitrogen is the interacting atom in tobacco-specific N-nitrosamines (TSNAs), as pyridine itself is an active ligand and not the N-nitrosamine moiety. When using Co(II) porphyrins as chemosensors, acidic and basic impurities in dialkyl N-nitrosamines (e.g., formic acid, dimethylamine) are also UV–Vis spectra red shift-producing species. Treatment of these N-nitrosamines with K2CO3 prevents the observed UV–Vis phenomena. These results imply that cobalt-based metalloporphyrins cannot be considered as selective chemosensors for UV–Vis detection of N-nitrosamine moiety-containing species. Therefore, special caution in interpretation of UV–Vis red shift for chemical sensors is suggested.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Does the Red Shift in UV–Vis Spectra Really Provide a Sensing Option for Detection of N-Nitrosamines Using Metalloporphyrins?

Trampuž¹,

Žnidarič²,

Gallou

et al. 2022

ACS Omega

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“…(2,3,7,8,12,18-Hexamethyl,13,17-diethyl,5-(pyridin-4-yl)porphinato)gold( iii ), 2 and (2,3,7,8,12,18-hexamethyl,13,17-diethyl,5-(pyridin-3-yl)porphinato)gold( iii ), 3 chlorides were prepared by the reaction of corresponding porphyrins with KAuCl 4. 43 The synthetic details are given in ESI† together with 1 H NMR and MALDI-TOF mass spectra (Fig. S1 and S2†).…”

Section: Methodsmentioning

confidence: 99%

“…The porphyrin/phthalocyanine Co center bonds pyridyl-substituted fullerenes giving the five-or six-coordinated complex. [34][35][36][37][38][39][40][41][42][43][44] The photoinduced electron transfer in these D-A systems was confirmed by the DFT, and cyclic voltammetry, and femtosecond absorption spectroscopy methods. The first result on the spectroscopic, electrochemical, and photoelectrochemical study of the self-assembly of the triad based on cobalt(II) porphyrin and gold(III) porphyrin was presented in work.…”

Section: Introductionmentioning

confidence: 94%

“…The first result on the spectroscopic, electrochemical, and photoelectrochemical study of the self-assembly of the triad based on cobalt(II) porphyrin and gold(III) porphyrin was presented in work. 43 The analysis of the works [34][35][36][37][38][39][40][41][42][43][44] has showed that the stability and the composition of the resulting donor-acceptor systems can be changed by varying the macrocycle nature.…”

Section: Introductionmentioning

confidence: 99%

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Donor–acceptor interactions of gold(iii) porphyrins with cobalt(ii) phthalocyanine: chemical structure of products, their spectral characterization and DFT study

et al. 2022

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In the context of the development of coordination energy-harvesting systems, the axial bonding of cobalt(II) octakis(3,5-di-tert-butylphenoxy)phthalocyanine (CoPc) with gold(III) 2,3,7,8,12,18-hexamethyl,13,17-diethyl,5-(pyridin-4-yl)- and (2,3,7,8,12,18-hexamethyl,13,17-diethyl,5-(pyridin-3-yl)porphin ([AuP(4-py)]+Cl- and [AuP(3-py)]+Cl-), the structure, the spectral/electrochemical properties...

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Spectroscopic and quantum chemical insights on supramolecular interaction between N-methylfulleropyrrolidine and designed porphyrins in solution

Saha,

Nayak,

Bhattacharya

et al. 2024

Chemical Physics Letters

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Three cobalt(II) porphyrins ligated with pyridyl-containing nanocarbon/gold(III) porphyrin for solar cells: Synthesis and characterization

Cited by 11 publications

References 34 publications

Does the Red Shift in UV–Vis Spectra Really Provide a Sensing Option for Detection of N-Nitrosamines Using Metalloporphyrins?

Does the Red Shift in UV–Vis Spectra Really Provide a Sensing Option for Detection of N-Nitrosamines Using Metalloporphyrins?

Donor–acceptor interactions of gold(iii) porphyrins with cobalt(ii) phthalocyanine: chemical structure of products, their spectral characterization and DFT study

Spectroscopic and quantum chemical insights on supramolecular interaction between N-methylfulleropyrrolidine and designed porphyrins in solution

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