scholarly journals New electroactive asymmetrical chalcones and therefrom derived 2-amino- / 2-(1H-pyrrol-1-yl)pyrimidines, containing an N-[ω-(4-methoxyphenoxy)alkyl]carbazole fragment: synthesis, optical and electrochemical properties

2017 ◽  
Vol 13 ◽  
pp. 1583-1595 ◽  
Author(s):  
Daria G Selivanova ◽  
Alexei A Gorbunov ◽  
Olga A Mayorova ◽  
Alexander N Vasyanin ◽  
Igor V Lunegov ◽  
...  

In this paper we present a synthetic approach to six new D–π–A–D conjugated chromophores containing the N-[ω-(4-methoxyphenoxy)alkyl]carbazole fragment. Such readily functionalizable heterocycle as carbazole was used as a main starting compound for their preparation. The investigation of the optical properties has shown that the positive solvatochromism is inherent to the chromophores containing an electron-withdrawing prop-2-en-1-one fragment, while the compounds containing a 2-aminopyrimidine moiety exhibit both positive and negative solvatochromism. The fluorescence quantum yields were experimentally determined for some of the synthesized chromophores; e.g., 1-(5-arylthiophen-2-yl)ethanones quantum yields were found to lie in an interval of 60–80%. Electrochemical oxidation of the synthesized chromophores has resulted in the formation of colored thin oligomeric films that became possible due to the presence of carbazole or pyrrole fragments with free electron-rich positions.

2010 ◽  
Vol 2010 (16) ◽  
pp. 2987-2987
Author(s):  
Chitoshi Kitamura ◽  
Hideki Tsukuda ◽  
Akio Yoneda ◽  
Takeshi Kawase ◽  
Takashi Kobayashi ◽  
...  

2010 ◽  
Vol 2010 (16) ◽  
pp. 3033-3040 ◽  
Author(s):  
Chitoshi Kitamura ◽  
Hideki Tsukuda ◽  
Akio Yoneda ◽  
Takeshi Kawase ◽  
Takashi Kobayashi ◽  
...  

2020 ◽  
Vol 49 (23) ◽  
pp. 7737-7746
Author(s):  
Mukundam Vanga ◽  
Shreenibasa Sa ◽  
Anupa Kumari ◽  
Anna Chandrasekar Murali ◽  
Prakash Nayak ◽  
...  

B ← N coordinated phenanthroimidazole dimers exhibit excellent fluorescence quantum yields in solution and conjugation length dependant two-photon-absorption properties.


2021 ◽  
Vol 9 ◽  
Author(s):  
Qiuhua Zhu

Racemic C6-unsubstituted tetrahydropyrimidines (THPs) are the products of an efficient five-component reaction that we developed. THPs show strong AIE characteristics, that is, completely no fluorescence in different solvents but strong emission with fluorescence quantum yields (ΦF) up to 100% upon aggregation. However, the ΦF values of their pure enantiomers are lower than 46%. Unlike common AIE compounds with crowded aryl rotors on a π-bond or on an aryl ring, THPs have three completely non-crowded aryl rotors on a non-aromatic chiral central ring (tetrahydropyrimidine). In this mini review, we first discuss the AIE characteristics of THPs and the influences of molecular structures on their molecular packing modes and optical properties, and then present their applications and forecast the development of other racemic AIE compounds.


2020 ◽  
Vol 21 (17) ◽  
pp. 6145 ◽  
Author(s):  
Magdalena Stolarska ◽  
Arleta Glowacka-Sobotta ◽  
Dariusz T. Mlynarczyk ◽  
Jolanta Dlugaszewska ◽  
Tomasz Goslinski ◽  
...  

Magnesium(II) tribenzoporphyrazines with phenoxybutylsulfanyl substituents were evaluated as photosensitizers in terms of their optical properties against wound bacteria. In the UV-vis spectra of analyzed tribenzoporphyrazines, typical absorption ranges were found. However, the emission properties were very weak, with fluorescence quantum yields in the range of only 0.002–0.051. What is important, they revealed moderate abilities to form singlet oxygen with the quantum yields up to 0.27. Under irradiation, the macrocycles decomposed via photobleaching mechanism with the quantum yields up to 8.64 × 10−5. The photokilling potential of tribenzoporphyrazines was assessed against Streptococcus pyogenes, Staphylococcus epidermidis, as well as various strains of Staphylococcus aureus, including methicillin-sensitive and-resistant bacteria. Both evaluated photosensitizers revealed high photodynamic potential against studied bacteria (>3 logs). S.aureus growth was reduced by over 5.9 log, methicillin-resistant S. aureus by 5.1 log, S.epidermidis by over 5.7 log, and S. pyogenes by over 4.7 log.


2018 ◽  
Vol 22 (01n03) ◽  
pp. 112-120 ◽  
Author(s):  
İbrahim Özçeşmeci ◽  
Pınar Büyük ◽  
Ilgın Nar ◽  
Ahmet Gül

The synthesis of novel, A[Formula: see text]B type unsymmetrical metal-free and metallophthalocyanines bearing one aza dye group Sudan IV and three nitro terminal moieties was achieved by cyclotetramerization of novel 4-((1-((E)-(2-methyl-4-((E)-[Formula: see text]-tolyldiazenyl)phenyl)diazenyl)naphthalen-2-yl)oxy)phthalonitrile and 4-nitrophthalonitrile. The new unsymmetrical metal-free and metallophthalocyanines have been characterized using elemental analyses, [Formula: see text]H NMR, FT-IR, UV-vis and mass spectroscopic data. The aggregation properties of the compounds were investigated in a concentration range of 1.0 × 10[Formula: see text] M–6.25 × 10[Formula: see text] M. General trends were also studied for fluorescence quantum yields and lifetimes of these phthalocyanine compounds in tetrahydrofuran. The fluorescence of the synthesized unsymmetrical metal-free and metallophthalocyanines is effectively quenched by 1,4-benzoquinone (BQ) in THF. In-depth investigation of the electrochemical properties showed that nitro groups extended the reduction potentials.


2015 ◽  
Vol 3 (15) ◽  
pp. 3730-3744 ◽  
Author(s):  
C. Lavanya Devi ◽  
K. Yesudas ◽  
Nikolay S. Makarov ◽  
V. Jayathirtha Rao ◽  
K. Bhanuprakash ◽  
...  

A series of fluorenylethynylpyrene derivatives with large two-photon absorption cross-sections (≈250–2500 GM) and good fluorescence quantum yields (Φfl = 0.55–0.98) and with high two-photon brightness were synthesized.


2020 ◽  
Author(s):  
Thomas Baumgartner ◽  
Paul Demay-Drouhard

The unexpectedly challenging synthesis of 4-pyridyl-extended dithienophospholes is reported. The optical and electrochemical properties of the phosphoryl-bridged species were studied experimentally and computationally, and their properties compared to their non-<i>P</i>-bridged congeners. The 4-pyridyl-extended dithieno-phospholes display quantitative luminescence quantum yields in solution.<br><br>


2020 ◽  
Author(s):  
Thomas Baumgartner ◽  
Paul Demay-Drouhard

The unexpectedly challenging synthesis of 4-pyridyl-extended dithienophospholes is reported. The optical and electrochemical properties of the phosphoryl-bridged species were studied experimentally and computationally, and their properties compared to their non-<i>P</i>-bridged congeners. The 4-pyridyl-extended dithieno-phospholes display quantitative luminescence quantum yields in solution.<br><br>


Synthesis ◽  
2021 ◽  
Author(s):  
Xianglong Chu ◽  
Yadi Niu ◽  
Chen Ma ◽  
Xiaodong Wang ◽  
Yunliang Lin ◽  
...  

AbstractA rapid access to a series of N-heteroarene fluorophores has been developed on the basis of the palladium-catalyzed direct oxidative C–H/C–H coupling of imidazo[1,2-a]pyridines with thiophenes/furans. The photophysical properties–structure relationship was systematically investigated. The resulting N-heteroarene fluorophores present color-tunable emissions (λem: 431–507 nm in CH2Cl2) and high fluorescence quantum yields (up to 91% in CH2Cl2).


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