Synthesis, electrochemical/photophysical properties and computational investigation of 3,5-dialkyl BODIPY fluorophores

Derin, Yavuz; Yılmaz, Raşit Fikret; Baydilek, I. Halil; Atalay, Vildan Enisoğlu; Özdemir, Abdil; Tutar, Ahmet

doi:10.1016/j.ica.2018.06.006

Cited by 11 publications

(6 citation statements)

References 41 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Briefly, for SF5-1 , the precursor 2-methyl pyrrole was obtained via previously reported procedure. 28 This was reacted with 4-(pentafluorosulfanyl)benzaldehyde in an acid catalysed condensation reaction, followed by oxidation with p -chloranil. The subsequent deprotonation and chelation steps were performed using diisopropylethylamine and borotrifluoroetherate respectively.…”

Section: Resultsmentioning

confidence: 99%

Pentafluorosulfanyl-functionalised BODIPY push–pull dyes for p-type dye-sensitized solar cells

James

Alqahtani

Mallows

et al. 2023

Sustainable Energy Fuels

View full text Add to dashboard Cite

show abstract

Section: Resultsmentioning

confidence: 99%

Pentafluorosulfanyl-functionalised BODIPY push–pull dyes for p-type dye-sensitized solar cells

James

Alqahtani

Mallows

et al. 2023

Sustainable Energy Fuels

View full text Add to dashboard Cite

show abstract

“…b HOMO level was calculated by the equation HOMO = À(4.8 + E 1/2 ) (vs. Fc/Fc + ). [78] In this equation, 4.8 eV is the energy level of the ferrocene/ferrocenium couple below the vacuum level. c LUMO level was estimated from E LUMO = E HOMO + E 0-0.…”

Section: α-Glucosidase Inhibition Results and Kinetic Characterizationmentioning

confidence: 99%

Physical–chemical studies of new, versatile carbazole derivatives and zinc complexes: Their synthesis, investigation of in vitro inhibitory effects on α‐glucosidase and human erythrocyte carbonic anhydrase I and II isoenzymes

Çol

Emirik

Alım

et al. 2022

Applied Organom Chemis

View full text Add to dashboard Cite

In this study, two novel zinc–phthalocyanine complexes (4a and 6a), containing carbazole rings, were investigated. The first phthalocyanine 4a has been synthesized from 4‐(2‐(3‐acetyl‐9H‐carbazol‐9‐yl)ethoxy at the peripheral position. Likewise, the second phthalocyanine 6a has been synthesized from 4‐(2‐(3‐cinnamoyl‐9H‐carbazol‐9‐yl)ethoxy at the same position. The new phthalocyanines (Pcs) and their ligands are soluble in organic solvents, such as dimethylformamide, dimethyl sulfoxide, dichloromethane, ethyl acetate, and methanol/ethanol. The Zn (II) complexes were characterized by Fourier transform infrared spectroscopy, nuclear magnetic resonance (NMR) (except 13C NMR for complexes), elemental analysis, mass spectrometry, and UV–Vis spectroscopy. Also, photophysical and photochemical properties and cyclic voltammogram for the N‐substituted carbazole zinc–Pcs have been reported. The evaluation of carbazole Zn (II) complexes (4a and 6a) and ligands (3, 4, 5, and 6) for in vitro α‐glucosidase inhibitory activities was performed compared to standard drugs acarbose, and kinetic studies were also carried out to determine their inhibition modes. The inhibitory effects of these new Pcs (4a and 6a) and their ligands (3, 4, 5, and 6) on human erythrocytes carbonic anhydrase I (hCA I) and II (hCA II) isoenzymes were investigated. Moreover, in silico studies were also carried out to better investigate the interactions of N‐substituted carbazole containing zinc Pcs with the active sites of hCA I and II isoforms.

show abstract

“… b HOMO level was calculated by the equation HOMO = −(4.8 + E 1/2 ) (vs. Fc/Fc + ). [ 84 ] In this equation, 4.8 eV is the energy level of ferrocene/ferrocenium couple below the vacuum level.…”

Section: Resultsmentioning

confidence: 99%

Some characteristics of new and innovative COX inhibitor derivatives: Potent hCA‐I and hCA‐II inhibitors supported by molecular docking studies

Karakılıç

Alım

Emirik

et al. 2021

Applied Organom Chemis

View full text Add to dashboard Cite

In this study, two novel metallophthalocyanines (ZnPc and CoPc) were synthesized using the corresponding metal salts 4‐(4‐(4‐[4‐chlorophenyl]‐5‐methylisoxazol‐3‐yl)phenoxy)‐phthalonitrile (11), prepared from the reaction of 4‐nitrophthalonitrile and 4‐(4‐[4‐chlorophenyl]‐5‐methylisoxazol‐3‐yl)phenol (9). These metallophthalocyanines (MPcs) showed quite solubility in organic solvents such as dichloromethane (DCM), tetrahydrofuran (THF), dimethyl formamide (DMF), and dimethylsulfoxide (DMSO). The novel compounds 11a and 11b have been characterized using their UV–Vis, FT–IR, 1H NMR, 13C NMR, X‐Ray, and MALDI–TOF mass spectra. Supporting information cocerning with the study has been supplied. Photochemical, photophysical, and cyclic voltagram properties of these novel 4‐(4‐(4‐[4‐chlorophenyl]‐5‐methylisoxazol‐3‐yl)phenoxy substituted metallophthalocyanines (11a and 11b) were determined in DMF. DNA binding, metal chelating effect assay, and DPPH [2,2‐diphenyl‐1‐picrylhydrazyl hydrate] radical scavenging assay and electrochemical studies of MPcs were investigated. Further, the inhibitory effects of the COX‐inhibitor based novel metallophthalocyanines (11a and 11b) and their ligands (10 and 11) were examined on human erythrocyte carbonic anhydrase I (hCA‐I) and II (hCA‐II) isoenzymes, and the synthesized molecules exhibited very strong inhibitory effects on both isoforms. In addition, the hCA‐I and hCA‐II inhibition potential of Zn (II) and Co (II) Phthalocyanine complexes was supported by molecular docking studies. The binding interaction of metallophthalocyanines complexes 11a, 11b enzymes were analyzed in detail.

show abstract

Synthesis, electrochemical/photophysical properties and computational investigation of 3,5-dialkyl BODIPY fluorophores

Cited by 11 publications

References 41 publications

Pentafluorosulfanyl-functionalised BODIPY push–pull dyes for p-type dye-sensitized solar cells

Pentafluorosulfanyl-functionalised BODIPY push–pull dyes for p-type dye-sensitized solar cells

Physical–chemical studies of new, versatile carbazole derivatives and zinc complexes: Their synthesis, investigation of in vitro inhibitory effects on α‐glucosidase and human erythrocyte carbonic anhydrase I and II isoenzymes

Some characteristics of new and innovative COX inhibitor derivatives: Potent hCA‐I and hCA‐II inhibitors supported by molecular docking studies

Contact Info

Product

Resources

About