Facile synthesis, spectroscopic and electrochemical properties, and theoretical calculations of porphyrin dimers with a bridging amide-bonded xanthene moiety

2015 ◽  
Vol 19 (07) ◽  
pp. 819-829 ◽  
Author(s):  
Xu Liang ◽  
Li Xu ◽  
Minzhi Li ◽  
John Mack ◽  
Justin Stone ◽  
...  

A free base porphyrin dimer bridged by a flexible amide-bonded xanthene moiety and its binuclear zinc(II) complex zinc(II) complex were synthesized and characterized. Structural characterization by MS and 1 H NMR spectroscopy confirmed the bridged porphyrin dimer structure. The properties of the dimers were characterized by IR, UV-visible absorption, fluorescence and magnetic circular dichroism (MCD) spectroscopy, and electrochemistry studies. Theoretical calculations were carried out to analyze the electronic structures of porphyrin dimers with a bridging amide-bonded xanthene moiety.

RSC Advances ◽  
2016 ◽  
Vol 6 (88) ◽  
pp. 84712-84721 ◽  
Author(s):  
Maria A. Cardona ◽  
Marina Kveder ◽  
Ulrich Baisch ◽  
Michael R. Probert ◽  
David C. Magri

Two phenyl β-aminobisulfonate ligands characterised by UV-visible absorption, EPR and 1H NMR spectroscopy exhibit evidence for binding with Cu2+ in water and methanol.


RSC Advances ◽  
2016 ◽  
Vol 6 (20) ◽  
pp. 16150-16158 ◽  
Author(s):  
Yousuke Ooyama ◽  
Koji Uenaka ◽  
Takuya Kamimura ◽  
Shuwa Ozako ◽  
Masahiro Kanda ◽  
...  

Cyclic free-base porphyrin dimers linked by butadiyne or phenothiazine bearing four 4-pyridyl groups and their inclusion complexes with fullerene C60 have been applied to dye-sensitized solar cells as a new class of porphyrin dye sensitizers.


2018 ◽  
Vol 5 (7) ◽  
pp. 180646 ◽  
Author(s):  
Ibanga Okon Isaac ◽  
Iqra Munir ◽  
Mariya al-Rashida ◽  
Syed Abid Ali ◽  
Zahid Shafiq ◽  
...  

New thiosemicarbazide-linked acridines 3a–c were prepared and investigated as chemosensors for the detection of biologically and environmentally important anions. The compounds 3a–c were found selective for fluoride (F − ) with no affinity for other anions, i.e. − OAc, Br − , I − , HSO 4 − , SO 4 2− , PO 4 3− , ClO 3 − , ClO 4 − , CN − and SCN − . Further, upon the gradual addition of a fluoride anion (F − ) source (tetrabutylammonium fluoride), a well-defined change in colour of the solution of probes 3a–c was observed. The anion-sensing process was studied in detail via UV–visible absorption, fluorescence and 1 H-NMR experiments. Moreover, during the synthesis of acridine probes 3a–c nickel fluoride (NiF 2 ), a rarely explored transition metal fluoride salt, was used as the catalyst. Theoretical studies via density functional theory were also carried out to further investigate the sensing and anion (F − ) selectivity pattern of these probes.


2006 ◽  
Vol 10 (08) ◽  
pp. 1017-1021 ◽  
Author(s):  
Xuliang Jiang ◽  
Jian Wu ◽  
Yuanyuan Lu

A facile synthesis of free-base and metalated stilbene-linked porphyrin dimers via the Wittig reaction is reported. 5-(4-chloromethylphenyl)-10,15,20-triphenyl porphyrin was prepared by direct chloromethylation of meso-tetraphenylporphyrin as the useful precursor for both the porphyrin-derived Wittig reagent and the monoformylporphyrin. It was found that the stilbene-linked porphyrin dimers were formed with a remarkable sterochemical preference in the cis-form. Their absorption and emission spectra were measured.


2018 ◽  
Vol 22 (01n03) ◽  
pp. 25-31 ◽  
Author(s):  
Şaziye Abdurrahmanoğlu ◽  
Mevlüde Canlıca ◽  
John Mack ◽  
Tebello Nyokong

4-(6-methyl-3-nitro-2-oxo-1,2-dihydropyridin-4-yloxy)phthalonitrile has been used to prepare a novel Zn(II) phthalocyanines with four peripheral pyridone substituents. The compound has been characterized by UV-visible absorption, FT-IR and [Formula: see text]H-NMR spectroscopy, elemental analysis and MALDI-TOF mass spectroscopy. The fluorescence, triplet quantum and singlet oxygen quantum yields have been determined and TD-DFT calculations have been used to identify trends in the electronic structure.


2016 ◽  
Vol 20 (05) ◽  
pp. 656-661
Author(s):  
Sasitha Vidyarini Ravindran ◽  
Anuj Krishnasundar Pennathur ◽  
G. Nandhini Devi ◽  
Gautam Pennathur

A novel one-step strategy for the synthesis of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetraphenylporphyrin using AgIIOBP is described. AgIIOBP was synthesized and was. Bromination of AgIITPP was carried out in a one-step reaction by varying the subsequently demetalated using H2S time interval and stoichiometric addition of Br2. The molecular weight of the halogenated porphyrin was confirmed by MALDI-TOF mass spectrometry. The synthesis of Ag(II) 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetraphenylporphyrin was followed by demetalation of Ag(II) ion from the halogenated porphyrin. The demetalation of was carried out under mild conditions using sodium sulphide in trifluoroacetic acid. The time taken for the demetalation was considerably lesser than previously reported and which facilitated a simple way for the isolation of the final product in good yield. The yield of the free base was 98%. The formation of the product and purity was confirmed by 1H NMR, Mass spectrometry. UV-visible spectrophotometer clearly showed the appearance of a characteristic Q-band of the octa-brominated porphyrin.


2013 ◽  
Vol 17 (04) ◽  
pp. 247-251 ◽  
Author(s):  
Bradley J. Brennan ◽  
Jaro Arero ◽  
Paul A. Liddell ◽  
Thomas A. Moore ◽  
Ana L. Moore ◽  
...  

An efficient route to meso-β doubly connected fused porphyrin dimers was developed. Synthesis of the dimers incorporated two successive C–C bond-forming steps selectively coupling unsubstituted meso- and β-positions. Using Cu(BF4)2 as an oxidant in nitromethane solvent, the radical coupling of Cu(II) -porphyrins occurred in high yield and without side-products, allowing chromatography-free purification. Efficient demetalation of the product yielded free-base derivatives and the possibility to incorporate other metals into the macrocycles. The absorption and electrochemical properties vary with the inserted metal, showing broad UV-visible-NIR absorption and multiple one-electron oxidations/reductions in a relatively narrow electrochemical window.


Materials ◽  
2021 ◽  
Vol 14 (4) ◽  
pp. 763
Author(s):  
Pejman Hajipour ◽  
Abbas Bahrami ◽  
Maryam Yazdan Mehr ◽  
Willem Dirk van Driel ◽  
Kouchi Zhang

This paper investigates the photocatalytic characteristics of Ag nanowire (AgNW)/TiO2 and AgNW/TiO2/graphene oxide (GO) nanocomposites. Samples were synthesized by the direct coating of TiO2 particles on the surface of silver nanowires. As-prepared AgNW/TiO2 and AgNW/TiO2/GO nanocomposites were characterized by electron microscopy, X-ray diffraction, UV/visible absorption spectroscopy, and infrared spectroscopy. Transmission electron microscope (TEM) images confirmed the successful deposition of TiO2 nanoparticles on the surface of AgNWs. The photocatalytic activity of synthesized nanocomposites was evaluated using Rhodamine B (RhB) in an aqueous solution as the model organic dye. Results showed that synthesized AgNW/TiO2/GO nanocomposite has superior photocatalytic activities when it comes to the decomposition of RhB.


2017 ◽  
Vol 198 ◽  
pp. 251-261 ◽  
Author(s):  
Nicolas Queyriaux ◽  
Eugen S. Andreiadis ◽  
Stéphane Torelli ◽  
Jacques Pecaut ◽  
Brad S. Veldkamp ◽  
...  

The design of molecular dyads combining a light-harvesting unit with an electroactive centre is highly demanded in the field of artificial photosynthesis. The versatile Copper-catalyzed Azide–Alkyne Cycloaddition (CuAAC) procedure was employed to assemble a ruthenium tris-diimine unit to an unprecedented azide-substituted copper diimine–dioxime moiety. The resulting RuIICuII dyad 4 was characterized by electrochemistry, 1H NMR, EPR, UV-visible absorption, steady-state fluorescence and transient absorption spectroscopies. Photoinduced electron transfer from the ruthenium to the copper centre upon light-activation in the presence of a sacrificial electron donor was established thanks to EPR-monitored photolysis experiments, opening interesting perspectives for photocatalytic applications.


Sign in / Sign up

Export Citation Format

Share Document