Synthesis, characterization and electrochemical properties of isoflavone substituted zinc(II), cobalt(II), and metal-free phthalocyanines

2019 ◽  
Vol 23 (07n08) ◽  
pp. 856-869 ◽  
Author(s):  
Efe B. Orman ◽  
Ahmet Arıbal ◽  
Ali R. Özkaya ◽  
Mustafa Bulut ◽  
Ümit Salan
Keyword(s):  
Tetrabutylammonium Perchlorate ◽  
Metal Free ◽  
Ft Ir ◽  
Electron Transfer Properties ◽  
New Compounds ◽  
Transfer Properties ◽  
Obvious Feature ◽  
Tof Ms ◽  
C Nmr

In this study, novel tetrasubstituted metallo- and metal-free phthalocyanines containing 7-hydroxy-4′-methoxyisoflavonoxy moieties at peripheral and non-peripheral positions have been prepared by cyclotetramerization of corresponding phthalonitriles. The most obvious feature of these quaternized complexes is their extensive solubility and non-aggregated species (especially non-peripherally substituted) in organic solvents such as chloroform, tetrahydrofuran, dimethylformamide and dimethylsulfoxide, which makes them candidates for use in many applications in different fields. The new compounds have been characterized by elemental analysis, FT-IR, UV-vis, 1H and [Formula: see text]C NMR and MS (Maldi-TOF MS). Voltammetric and in situ spectroelectrochemical measurements have been performed with the aim of characterizing the electron transfer properties of the compounds on Pt in dimethylsulfoxide/tetrabutylammonium perchlorate, compared to those of previously reported corresponding compounds with tetra 6-hydroxyflavonoxy substituents. The effect of aggregation on the redox character of these complexes was also discussed.

Synthesis, characterization and electrochemical properties of novel pyridine phthalocyanine derivatives

2018 ◽  
Vol 22 (01n03) ◽  
pp. 243-249 ◽  
Author(s):  
Büşra Mızrak ◽  
Efe Baturhan Orman ◽  
Şaziye Abdurrahmanoğlu ◽  
Ali Rıza Özkaya
Keyword(s):  
The Novel ◽  
Tetrabutylammonium Perchlorate ◽  
Metal Free ◽  
H Nmr ◽  
Vis Spectroscopy ◽  
Peripheral Position ◽  
Sandwich Type ◽  
Ft Ir ◽  
New Compounds

In this study, the novel Zn(II), metal-free and sandwich-type Lu(Pc)2 phthalocyanines containing tetra pyridine substituted at peripheral position were synthesized. All the new compounds have been characterized by FT-IR and UV-vis spectroscopy, [Formula: see text]H-NMR, MALDI-MS and elemental analysis. The electrochemical and spectroelectrochemical properties of all novel metallo- and metal free phthalocyanine compounds were also investigated by voltammetric and in situ spectroelectrochemical measurements on Pt in dimethylsulfoxide/tetrabutylammonium perchlorate.

Novel peripherally and non-peripherally 6-oxyflavone substituted metal-free, zinc(II) and cobalt(II) phthalocyanines: Electrochemical and in situ spectroelectrochemical properties

2018 ◽  
Vol 22 (01n03) ◽  
pp. 279-290 ◽  
Author(s):  
Ahmet Arıbal ◽  
Efe Baturhan Orman ◽  
Ümit Salan ◽  
Ali Rıza Özkaya ◽  
Mustafa Bulut
Keyword(s):  
Redox Processes ◽  
Lithium Acetate ◽  
Metal Acetate ◽  
Metal Free ◽  
Color Changes ◽  
H Nmr ◽  
Ft Ir ◽  
Electron Transfer Properties ◽  
Transfer Properties

In this study, novel tetrasubstituted zinc(II), cobalt(II) and metal free phthalocyanines containing 6-hydroxyflavonoxy moieties at peripheral and non-peripheral positions have been prepared. The phthalonitriles were synthesized from 6-hydroxyflavone with 4-nitrophthalonitrile and 3-nitrophthalonitrile in dimethylformamide. Preparation of tetra-substituted peripheral and non-peripheral metallo- and metal-free phthalocyanines was performed at 170–180°C using the corresponding phthalonitriles in the presence of N,N-dimethylethanolamine, metal acetate and lithium acetate, respectively. The structures of the newly-synthesized phthalocyanine compounds have been characterized by elemental analysis and UV-vis, FT-IR, [Formula: see text]H NMR and MALDI-TOF mass spectroscopies. Electron transfer properties of the phthalocyanine compounds were investigated by voltammetric and in situ spectroelectrochemical measurements on Pt in dimethylsulfoxide/tetrabutylammonium perchlorate. Zinc(II) and metal-free compounds show Pc ring-based one-electron redox processes, whereas cobalt(II) produces both Pc ring- and metal-based one-electron redox processes, associated with net color changes.

scholarly journals Reactions of 3-(p-substituted-phenyl)-5-chloromethyl-1,2,4-oxadiazoles with KCN leading to acetonitriles and alkanes via a non-reductive decyanation pathway

2018 ◽  
Vol 14 ◽  
pp. 3011-3017
Author(s):  
Akın Sağırlı ◽  
Yaşar Dürüst
Keyword(s):  
Nmr Spectra ◽  
2D Nmr ◽  
Synthetic Route ◽  
X Ray ◽  
H Nmr ◽  
2D Nmr Spectra ◽  
Tof Ms ◽  
C Nmr

The present work describes an unfamiliar reaction of 5-(chloromethyl)-3-substituted-phenyl-1,2,4-oxadiazoles with KCN affording trisubstituted 1,2,4-oxadiazol-5-ylacetonitriles and their parent alkanes, namely, 1,2,3-trisubstituted-1,2,4-oxadiazol-5-ylpropanes. To the best of our knowledge, the current synthetic route leading to decyanated products will be the first in terms of a decyanation process which allows the transformation of trisubstituted acetonitriles into alkanes by the incorporation of KCN with the association of in situ-formed HCN and most likely through the extrusion of cyanogen which could not be detected or isolated. In addition, the plausible mechanisms were proposed for both transformations. The structures of the title compounds were identified by means of IR, 1H NMR, 13C NMR, 2D NMR spectra, TOF–MS and X-ray measurements.

Synthesis and characterization of novel metal-free and metallophthalocyanines peripherally fused to four 24-membered tetraoxatetraaza macrocycles

2001 ◽  
Vol 05 (04) ◽  
pp. 367-375 ◽  
Author(s):  
S. ZEKİ YILDIZ ◽  
HALTİ KANTEKİN ◽  
YAŞAR GÖK
Keyword(s):  
Elemental Analysis ◽  
Metal Salt ◽  
Synthesis And Characterization ◽  
Organic Base ◽  
Metal Free ◽  
H Nmr ◽  
New Compounds ◽  
Derivatives Of ◽  
C Nmr

New metal-free 5 and metallophthalocyanines 6-11( M = Cu , Ni , Co , Pb , Zn ) fused in peripheral positions with four 24-membered tetraoxatetraaza macrocycles were prepared by cyclotetramerization of 24,25-dicyano-4,10,13,17-tetra(toluene-p-sulfonyl)-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22-didicontinehydrobenzo[y][3,9,12,18]tetraaza[1,7,16,22]tetraoxatetradicontine in the presence of the corresponding metal salt or a strong organic base. While the N-tosylated derivatives of the phthalocyanines are soluble in common organic solvents, the detosylated derivative of copper phthalocyaninate is soluble in water. The aggregation properties of the phthalocyanines were also investigated as a function of concentration, solvent and oxidative medium. The new compounds are characterized by a combination of elemental analysis and 1 H NMR, 13 C NMR, IR, UV-vis and MS spectral data.

scholarly journals Synthesis of new pyrazolone and pyrazole-based adamantyl chalcones and antimicrobial activity

2020 ◽  
Vol 40 (9) ◽  
Author(s):  
Rawan Al-Saheb ◽  
Sami Makharza ◽  
Feras Al-battah ◽  
Rajab Abu-El-Halawa ◽  
Tawfeq Kaimari ◽  
...  
Keyword(s):  
High Dose ◽  
Moderate Activity ◽  
Dependent Manner ◽  
H Nmr ◽  
Ft Ir ◽  
Bacteria And Fungi ◽  
New Compounds ◽  
Dose Dependent ◽  
Ft Ir Spectroscopy ◽  
C Nmr

Abstract Chalcones and their derivatives are becoming increasingly popular due to their various pharmacological effects. Chalcone molecules may be extracted from natural resources, entirely synthesised, or biosynthesised by modifying the natural ones. In the present study, five pyrazole-based adamantyl heterocyclic compounds were synthesised by condensation of 1-adamantyl chalcone with substituted phenylhydrazine. The products were characterised by using ¹H NMR, ¹³C NMR and FT-IR spectroscopy. The microbiological activity of these compounds was investigated against bacteria and fungi. The new compounds showed good to moderate activity against the microbial species used for screening. All developed molecules showed antibacterial activity against Gram-negative and Gram-positive. These molecules showed antifungal activities against Fusarium oxysporum fungus and in a dose-dependent manner, apart from RS-1 molecules which showed compromised antifungal activity and even at a high dose.

scholarly journals Synthesis of Novel Triazolo[4,3-a]Quinoxaline Darivatives Containing Pyridinyl and Thiazole Nucleous

2015 ◽  
Vol 52 ◽  
pp. 63-73
Author(s):  
Haresh G. Kathrotiya ◽  
Yogesh T. Naliapara
Keyword(s):  
Reaction Time ◽  
Elemental Analysis ◽  
High Yield ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Quinoxaline Derivatives ◽  
Ft Ir ◽  
New Compounds ◽  
C Nmr

On pursuing research about [1,2,4] triazolo [4,3-a] quinoxaline, in this paper we report a small library of novel class of [1,2,4] triazolo [4,3-a] quinoxaline derivatives containing pyridinyl thiazole moiety. Particularly valuable features of this method include high yield, broad substrate scope, shorter reaction time and straightforward procedure. The structures of new compounds have been characterized on the basis of elemental analysis, FT-IR, 1H NMR, 13C NMR, and mass spectral data.

4-Carboxymethyl-8-methyl-7-oxycoumarin substituted zinc, cobalt and indium phthalocyanines: electrochemical and photochemical properties

2013 ◽  
Vol 17 (10) ◽  
pp. 1046-1054 ◽  
Author(s):  
Ali Emre Çalık ◽  
Baybars Köksoy ◽  
Efe Baturhan Orman ◽  
Mahmut Durmuş ◽  
Ali Rıza Özkaya ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Elemental Analysis ◽  
Metal Salts ◽  
The Novel ◽  
Maldi Tof ◽  
Ft Ir ◽  
Photochemical Properties ◽  
New Compounds

In this study, the novel tetra-substituted Zn ( II )(3), Co ( II )(4) and In ( III )acetate (5) phthalocyanines were synthesized by cyclotetramerization reactions of 7-(2,3-dicyanophenoxy)-8-methylcoumarin-4-acetic acid (2) with corresponding metal salts. All the new compounds have been characterized by MALDI-TOF mass, FT-IR and UV-vis spectra, and elemental analysis as well. The electrochemical, in situ spectroelectrochemical and photochemical properties of tetra-substituted Zn ( II ), Co ( II ) and In ( III )acetate phthalocyanines were also investigated.

Structural and spectral study of coordination of 4,4′-dimethoxy-2,2′-bipyridine toward Zn(II) and Cd(II) containing thiocyanato or azido ligands

2016 ◽  
Vol 71 (9) ◽  
pp. 959-965 ◽  
Author(s):  
Farzin Marandi ◽  
Keyvan Moeini ◽  
Hadi Amiri Rudbari
Keyword(s):  
Crystal Structure ◽  
Nmr Spectroscopy ◽  
Octahedral Geometry ◽  
Distorted Octahedral Geometry ◽  
X Ray ◽  
X Ray Crystallography ◽  
Distorted Octahedral ◽  
Ft Ir ◽  
New Compounds ◽  
C Nmr

AbstractThree new compounds of zinc(II) and cadmium(II) with the ligand 4,4′-dimethoxy-2,2′-bipyridine (4,4′-dmo-2,2′-bpy), including cis-[Zn(4,4′-dmo-2,2′-bpy)2(SCN)2] (1), cis-[Cd(4,4′-dmo-2,2′-bpy)2(SCN)2] (2), and [Cd3(4,4′-dmo-2,2′-bpy)3(N3)5(OAc)]n (3), have been obtained as white single crystals by the branched tube method and characterized by elemental analysis, FT-IR and 1H, 13C NMR spectroscopy, and X-ray crystallography. Single-crystal structure analyses of the isostructural complexes 1 and 2 showed distorted octahedral geometry for zinc(II) and cadmium(II) with ZnN6 and CdN6 environments. Complex 3 reveals a rare coordination polymer containing octahedrally coordinated cadmium(II) expanding to chains by two different bridging modes, including Cd‒O‒C‒O‒Cd and Cd‒N‒Cd.

scholarly journals Polysiloxanes Grafted with Mono(alkenyl)Silsesquioxanes—Particular Concept for Their Connection

Materials ◽  
2020 ◽  
Vol 13 (21) ◽  
pp. 4784
Author(s):  
Katarzyna Mituła ◽  
Julia Duszczak ◽  
Monika Rzonsowska ◽  
Patrycja Żak ◽  
Beata Dudziec
Keyword(s):  
Chain Length ◽  
Hybrid Materials ◽  
Spectroscopic Methods ◽  
Synthetic Route ◽  
Hydrosilylation Reaction ◽  
Alkenyl Chain ◽  
Ft Ir ◽  
High Yields ◽  
New Compounds

Herein, a facile and efficient synthetic route to unique hybrid materials containing polysiloxanes and mono(alkyl)silsesquioxanes as their pendant modifiers (T8@PS) was demonstrated. The idea of this work was to apply the hydrosilylation reaction as a tool for the efficient and selective attachment of mono(alkenyl)substituted silsesquioxanes (differing in the alkenyl chain length, from -vinyl to -dec-9-enyl and types of inert groups iBu, Ph at the inorganic core) onto two polysiloxanes containing various amount of Si-H units. The synthetic protocol, determined and confirmed by FT-IR in situ and NMR analyses, was optimized to ensure complete Si-H consumption along with the avoidance of side-products. A series of 20 new compounds with high yields and complete β-addition selectivity was obtained and characterized by spectroscopic methods.

Synthesis and aggregation behaviour of phthalocyanines substituted with flexible crown ether

2000 ◽  
Vol 04 (06) ◽  
pp. 621-626 ◽  
Author(s):  
I. GÜROL ◽  
V. AHSEN
Keyword(s):  
Solvent Extraction ◽  
Crown Ether ◽  
Alkali Metal Ions ◽  
Thermal Stabilities ◽  
Metal Free ◽  
Aggregation Behaviour ◽  
Elemental Analyses ◽  
Band Transition ◽  
New Compounds ◽  
C Nmr

The synthesis of metal-free and metallo derivatives ( Ni , Zn ) of tetrasubstituted phthalocyanines (Pcs) obtained from 4-[methyleneoxy(15-crown-5)]phthalonitrile is described. The new compounds have been characterized by elemental analyses, IR, 1 H and 13 C NMR , MS and UV-vis. The thermal stabilities of the compounds were determined by thermogravimetric analysis. The alkali metal ions bound to crown ether groups force dimerization of the phthalocyanine units in solution, as observed in the electronic spectra by the broadening of the Q band transition at 675 nm. The highest affinity for potassium ion was observed in the case of the NiPc derivative in solvent extraction experiments.

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