Synthesis, characterization, and aggregation properties of functionalized polyfluorinated metallo-phthalocyanines

The reaction of 4-(2′,3′,4′,5′,6′-pentafluorobenzyloxy)phthalonitrile with 2,2,3,3,4,4,5,5-octafluoropentanol leads to the formation of 4-[2′,3′,5′,6′-tetrafluoro-4′-(octafluoropentoxy) benzyloxy]-phthalonitrile. The reaction was achieved by regioselective substitution reaction of the p-fluorine atoms of pentafluorobenzyloxy group by perfluoroalkoxy group. The tetramerization of the new dinitrile derivative in the presence of zinc, cobalt, copper or manganese salts results in the corresponding phthalocyanines. The prepared compounds have been characterized by elemental analyses, FT-IR, UV-vis, 1 H NMR, 13 C NMR, 19 F NMR and mass spectroscopies, consistent with the proposed structures. The influence of solvent and concentrations on the aggregation of the phthalocyanine complexes was studied by electronic spectroscopy.

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Synthesis and Characterization of β-Diketimine Schiff Base Complexes with Ni(II) and Zn(II) Ions: Experimental and Theoretical Study

Journal of Chemistry ◽

10.1155/2019/4561013 ◽

2019 ◽

Vol 2019 ◽

pp. 1-9

Author(s):

Ibrahim A. M. Saraireh ◽

Mohammednoor Altarawneh ◽

Jibril Alhawarin ◽

Mahmoud Salman ◽

Abdel Aziz Abu-Yamin ◽

...

Keyword(s):

Schiff Base ◽

Schiff Base Complexes ◽

H Nmr ◽

Square Planar ◽

Basic Set ◽

Vis Spectroscopy ◽

Elemental Analyses ◽

Ft Ir ◽

C Nmr

Schiff base diethyl 4,4-(pentane-2,4-diylidenebis(azanylylidene))benzoate (1) as a new ligand (L) was prepared by the reaction of acetylacetone with benzocaine in the ratio of 1 : 1. Two transition-metal complexes, [Ni(II)(LCl(HOEt))] (2) and [Zn(II)(LCl(HOEt))] (3), have been synthesized from metal salts with didentate Schiff base ligand (L) and characterized by elemental analyses, FT-IR, 1H NMR, 13C NMR UV-Vis spectroscopy, and magnetic susceptibility. The biological activity of the complexes was studied. In addition, the M06-2x density function theory method and the 6-31G(d) basic set were applied to determine the optimized structures of 1–3 and to determine their IR and 1H NMR, 13C NMR spectra theoretically. The data are in good agreement with the experimental results. The geometries of complexes 2 and 3 were determined to be square-planar for 2 and tetrahedral for 3.

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Conventional versus ultrasound and microwave assisted synthesis: Some new environmentally friendly functionalized picolinium-based ionic liquids with potential antibacterial activity

Acta Pharmaceutica ◽

10.1515/acph-2015-0028 ◽

2015 ◽

Vol 65 (3) ◽

pp. 253-270 ◽

Cited By ~ 6

Author(s):

Mouslim Messali

Keyword(s):

Ionic Liquids ◽

Mass Spectra ◽

Microwave Assisted Synthesis ◽

The Novel ◽

Human Pathogens ◽

Thermal Heating ◽

H Nmr ◽

Elemental Analyses ◽

Ft Ir ◽

C Nmr

Abstract A green chemistry approach has been adopted for the synthesis of thirty-four new picolinium-based ionic liquids using microwave (MW) and ultrasound (US) irradiation as well as conventional thermal heating. Their structures were confirmed by FT-IR, 1H NMR, 13C NMR, 11B NMR, 19F NMR, 31P NMR, mass spectra and elemental analyses. The antimicrobial profile of the novel ionic liquids was evaluated and the minimum inhibitory concentration (MIC) showed their moderate to low antimicrobial activity against eight types of human pathogens.

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Ultrasound-assisted aqua-mediated synthesis of multi-substituted tetrahydropyridine-3-carboxylates using N-carboxymethyl-3-pyridinium hydrogensulfate ([N-CH2CO2H-3-pic]+HSO4−) as a new efficient ionic liquid catalyst

SN Applied Sciences ◽

10.1007/s42452-021-04671-9 ◽

2021 ◽

Vol 3 (6) ◽

Author(s):

Kobra Nikoofar ◽

Fatemeh Shahriyari

Keyword(s):

Ionic Liquid ◽

Reaction Times ◽

Aromatic Aldehydes ◽

Environmentally Benign ◽

H Nmr ◽

Sonic Waves ◽

Ft Ir ◽

High Yields ◽

Work Up ◽

C Nmr

AbstractA simple, straightforward, and ultrasound-promoted method for the preparation of some highly functionalized tetrahydropyridines reported via pseudo five-component reaction of (hetero)aromatic aldehydes, different anilines, and alkyl acetoacetates in the presence of [N-CH2CO2H-3-pic]+HSO4−, as a novel ionic liquid, in green aqueous medium. The IL was synthesized utilizing simple and easily-handled substrates and characterized by FT-IR, 1H NMR, 13C NMR, GC-MASS, FESEM, EDX, and TGA/DTG techniques. The procedure contains some highlighted aspects which are: (a) performing the MCR in the presence of aqua and sonic waves, as two main important and environmentally benign indexes in green and economic chemistry, (b) high yields of products within short reaction times, (c) convenient work-up procedure, (d) preparing the new IL via simple substrates and procedure.

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Synthesis, Characterization, and Antimicrobial Activity of Methyl-2-aminopyridine-4-carboxylate Derivatives

Journal of Chemistry ◽

10.1155/2013/312961 ◽

2013 ◽

Vol 2013 ◽

pp. 1-5 ◽

Cited By ~ 1

Author(s):

S. Nagashree ◽

P. Mallu ◽

L. Mallesha ◽

S. Bindya

Keyword(s):

Antimicrobial Activity ◽

Spectral Studies ◽

H Nmr ◽

Chemical Structures ◽

Elemental Analyses ◽

Ft Ir

A series of methyl-2-aminopyridine-4-carboxylate derivatives,3a–f,were synthesized in order to determine theirin vitroantimicrobial activity. The chemical structures of the synthesized compounds were confirmed by elemental analyses, FT-IR, and1H NMR spectral studies. Among the synthesized compounds,3cand3dshowed good antimicrobial activity compared to other compounds in the series.

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Synthesis, Characterization and Complexation Studies with K + and Ca2+ Cations of trans-1.2-Cyclohexanedioxydiacetamides

Zeitschrift für Naturforschung B ◽

10.1515/znb-1988-0206 ◽

1988 ◽

Vol 43 (2) ◽

pp. 165-170 ◽

Cited By ~ 2

Author(s):

Whei Oh Lin ◽

Maria C. B. V. de Souza ◽

Helmut G. Alt

Keyword(s):

Nmr Spectroscopy ◽

Mass Spectroscopy ◽

H Nmr ◽

Coordination Sites ◽

Complexation Studies ◽

Ir And Nmr Spectroscopy ◽

Elemental Analyses ◽

C Nmr

The synthesis of trans-1.2-cyclohexanedioxydiacetamides starting with trans-1.2-cyclohexane-diol is described. Eleven of these compounds are characterized by IR, 1H NMR, 13C NMR and mass spectroscopy as well as elemental analyses. Most of these compounds are suitable ionophors for the cations K+ and Ca2+. The coordination sites of these ligands in the 1:2 complexes were determined by IR and NMR spectroscopy

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SYNTHESIS AND STRUCTURAL ELUCIDATION OF AMINO ACETYLENIC AND THIOCARBAMATES DERIVATIVES FOR 2-MERCAPTOBENZOTHIAZOLE AS ANTIMICROBIAL AGENTS

International Journal of Pharmacy and Pharmaceutical Sciences ◽

10.22159/ijpps.2017v9i2.15760 ◽

2017 ◽

Vol 9 (2) ◽

pp. 192

Author(s):

Aseel Alsarahni ◽

Zuhair Muhi Eldeen ◽

Elham Al-kaissi ◽

Ibrahim Al- Adham ◽

Najah Al-muhtaseb

Keyword(s):

Antimicrobial Activity ◽

Elemental Analysis ◽

Antimicrobial Agents ◽

Diffusion Method ◽

Benzothiazole Derivatives ◽

H Nmr ◽

Ft Ir ◽

Potential Antimicrobial Activity ◽

C Nmr

Objective: To design and synthesize amino acetylenic and thiocarbonate of 2-mercapto-1,3-benthiazoles as potential antimicrobial agents.Methods: A new series of 2-{[4-(t-amino-1-yl) but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole derivatives (AZ1-AZ6), and S-1,3-benzothiazol-2-yl-O-alkyl carbonothioate derivatives were synthesised, with the aim that the target compounds show new and potential antimicrobial activity. The elemental analysis was indicated by the EuroEA elemental analyzer, and biological characterization was via IR, 1H-NMR, [13]C-NMR, DSC were determined with the aid of Bruker FT-IR and Varian 300 MHz spectrometer using DMSO-d6 as a solvent. In vitro antimicrobial activity, evaluation was done for the synthesised compounds, by agar diffusion method and broth dilution test. The minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) were determined. Results: The IR, 1H-NMR, 13C-NMR, DSC and elemental analysis were consistent with the assigned structures. Compound of 2-{[4-(4-methylpiperazin-1-yl)but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole (AZ1), 2-{[4-(2-methylpiperidin-1-yl)but-2-yn-1-yl]sulfanyl}-1,3-benzothiazole (AZ2), 2-{[4-(piperidin-1-yl) but-2-yn-1-yl]sulfanyl}-1, 3-benzothiazole (AZ6), S-1,3-benzothiazol-2-yl-O-ethyl carbonothioate (AZ7), and S-1,3-benzothiazol-2-yl-O-(2-methylpropyl) carbonothioate (AZ9) showed the highest antimicrobial activity against Pseudomonas aeruginosa (P. aeruginosa), AZ-9 demonstrated the highest antifungal activity against Candida albicans (C. albicans), with MIC of 31.25 µg/ml.Conclusion: These promising results promoted our interest to investigate other structural analogues for their antimicrobial activity further.

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Synthesis of Novel Compounds as New Potent Tyrosinase Inhibitors

BioMed Research International ◽

10.1155/2013/207181 ◽

2013 ◽

Vol 2013 ◽

pp. 1-7 ◽

Cited By ~ 8

Author(s):

Hooshang Hamidian

Keyword(s):

Kojic Acid ◽

Azo Compounds ◽

The Novel ◽

Mushroom Tyrosinase ◽

Reference Standard ◽

Tyrosinase Inhibition ◽

H Nmr ◽

Ft Ir ◽

Tyrosinase Inhibitors ◽

C Nmr

In the present paper, we report the synthesis and pharmacological evaluation of a new series of azo compounds with different groups (1-naphthol, 2-naphthol, andN,N-dimethylaniline) and trifluoromethoxy and fluoro substituents in the scaffold. All synthesized compounds (5a–5f) showed the most potent mushroom tyrosinase inhibition (IC50values in the range of 4.39 ± 0.76–1.71 ± 0.49 µM), comparable to the kojic acid, as reference standard inhibitor. All the novel compounds were characterized by FT-IR,1H NMR,13C NMR, and elemental analysis.

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Synthesis of Cinnamic Acid Based on Perkin Reaction Using Sonochemical Method and Its Potential as Photoprotective Agent

JKPK (Jurnal Kimia dan Pendidikan Kimia) ◽

10.20961/jkpk.v5i1.38136 ◽

2020 ◽

Vol 5 (1) ◽

pp. 54

Author(s):

Erwin Indriyanti ◽

Masitoh Suryaning Prahasiwi

Keyword(s):

Antioxidant Activity ◽

Melting Point ◽

Cinnamic Acid ◽

Wave Number ◽

Sonochemical Method ◽

H Nmr ◽

Ft Ir ◽

Perkin Reaction ◽

Pharmaceutical Industries ◽

C Nmr

Cinnamic acid plays a vital role in the synthesis of other important compounds and as a precursor for the synthesis of commercial cinnamon esters used in perfumery, cosmetics, and pharmaceutical industries. The aim of this research is to synthesize cinnamic acid using sonochemical methods. Cinnamic acid was synthesized using Perkin reaction by reacting 0.05 mole of benzaldehyde with 0.073 mole of acetic acid anhydride and 0.03 mole of sodium acetate as a catalyst in the Erlenmeyer flask and then the mixture was put in a sonicator for 60 minutes at 70 oC. The synthesized compound was tested organoleptic properties, and the melting point was measured. The chemical structure was elucidated using FT-IR, H-NMR, and 13C-NMR. The photoprotective activity was examined from its antioxidant and SPF values. The synthesized compound was found in the form of a shiny white fine crystal which had distinctive odor with a yield of 4.98% and the melting point was found at 133 oC. In the structure elucidation using FT-IR (the aromatic ring absorption at the wave number 1580 cm-1 -1600 cm-1. The wave number 1625 cm-1is an aromatic conjugated alkene group, while wave number 1689.4 cm-1 is a carbonyl group. The wave number 2500 cm-1 – 3250 cm-1 is an OH carboxylic acid group) , H-NMR (7.410 (m, 5H, Ar-H); 7.425(t, 1H); 7.572 (d, 1H); 8.057 (d, 1H,C=CH) and 13C-NMR (129.309 ppm; 130.998 ppm; 134.58 ppm; 170.017 ppm) showed that when compared with the standard compound as the reference, the synthesized compound was confirmed to be cinnamic acid. The antioxidant activity test showed that at the concentration of 20 ppm the synthesized compound was able to reduce free radicals by 46.69%. This finding showed that the synthesized compound had antioxidant activity.

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Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole Derivatives

E-Journal of Chemistry ◽

10.1155/2012/896454 ◽

2012 ◽

Vol 9 (3) ◽

pp. 1518-1525 ◽

Cited By ~ 2

Author(s):

Hamid Reza Jaberi ◽

Hadi Noorizadeh

Keyword(s):

Acetic Acid ◽

Sodium Acetate ◽

Carbon Disulphide ◽

Thiazole Derivatives ◽

H Nmr ◽

Nmr Data ◽

Elemental Analyses ◽

New Compounds ◽

Isoxazole Derivatives ◽

C Nmr

In this work we describe the synthesis of some novel fused imidazo [2, 1-b] [1, 3] thiazole derivatives. The reaction of 1, 2-diaminoethane 1 with carbon disulphide in H2O/ETOH as solvent furnishes 4, 5-dihydro-1H-imidazol-2-thiol 2 under reflux condition. the reaction of 4,5-dihydro-1H-imidazol-2-thiol on treatment with ethylchloro acetate and aromatic aldehyde in presence of anhydrous sodium acetate and acetic acid as solvent to give (Z)-2-(arylidene)-5,6-dihydroimidazo [2,1-b] [1,3] thiazol-3(2H)-one 3a-j. Compounds 3a-j was condensed with hydroxylamine to give 3-(aryl)-2, 3, 6, 7-tetrahydroimidazo [2, 1-b] [1,3] thiazolo [5, 4-d] isoxazole 4a-j. The structures of the new compounds were established by elemental analyses, IR,1H NMR and13C NMR data.

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Preparation of New Anti-Slip Flooring Coatings: Hydrophobic MMA Floor Coatings

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.721.73 ◽

2013 ◽

Vol 721 ◽

pp. 73-76

Author(s):

Shu Le Lin ◽

Hui Hua Cai

Keyword(s):

Electronic Spectroscopy ◽

Dynamic Contact ◽

Contact Angles ◽

Coating Properties ◽

Hydrophobic Properties ◽

X Ray ◽

H Nmr ◽

Potential Applications ◽

Ft Ir ◽

First Time

For the first time, hydrophobic MMA floor coatings were prepared based on the fluorine-containing methacrylic ester copolymers and applied as a new kind of anti-slip flooring coatings. The composition of the synthesized copolymers was characterized by FT-IR and 1H-NMR. The prepared hydrophobic MMA floor coatings were analyzed for their coating properties. The hydrophobic properties of the coatings were characterized by static and dynamic contact angles and X-ray photo-electronic spectroscopy (XPS). Results show that the newly prepared floor coatings are easy to apply and have excellent mechanical and hydrophobic properties, which indicates that the hydrophobic MMA floor coatings have great potential applications in anti-slip flooring coatings.

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