Overview of Schiff Bases

Subasi, N. Tuna

doi:10.5772/intechopen.108178

Cited by 3 publications

(4 citation statements)

References 96 publications

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“…The condensation reaction between aldehyde, amine, and dimethylacetylenedicarboxylate can result in tri‐substituted furanone or 2‐pyrrolidinones regarding the formation of Schiff base or the β‐enamine ester in the first step and the existence of water in the reaction medium. The Schiff base formation is reversible, and water in the reaction medium shifts the reaction in the reverse direction; [44] however, a β‐enamine ester is more stable owing to its resonance structures. There are two competitive reactions between (a) arylaldehyde with aniline derivative which gives Schiff base and (b) aniline derivative with dimethylacetylenedicarboxylate (DMAD) which affords β‐enamine ester (Scheme 2).…”

Section: Resultsmentioning

confidence: 99%

A More Sustainable and Greener Process for Preparing 3,4,5‐Trisubstituted Furan‐2‐one Derivatives

Zaharani,

Ghafarikhaligh,

Khaligh

2023

ChemistrySelect

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Treatment of 4,4′‐trimethylenedipiperidine with two equivalents of glacial acetic acid gave a cream‐like liquid with a pale yellow color. Then, its ionic chemical structure was demonstrated by different spectroscopic techniques. The thermal behavior of the new ionic liquid was also studied by TGA/DTA and DSC techniques to record its phase transitions and thermal stability and compare those with another analog, i. e., 1H,4H‐piperazine‐N,N′‐diium diacetate. Then, the multicomponent condensation of halogen‐substituted benzaldehydes with dimethyl 2‐(phenylamino) fumarate was investigated using the new ionic liquid in ethanol, an eco‐friendly medium. Excellent yield with 100 % conversion was obtained and pure products could be isolated directly from ethanol. After separating pure products, the residue solution was employed in the next run without separation, concentration, purification, or activation. Furthermore, the synthesis of methyl 2‐(4‐chlorophenyl)‐5‐oxo‐4‐(phenylamino)‐2,5‐dihydro‐furan‐3‐carboxylate was carried out on a large scale using the current catalytic process, affording a conversion of 100 % and a high yield of the crystalline product even after ten consecutive runs. Energy efficiency, cost‐ and time‐saving, and waste prevention demonstrate the newly developed metal‐ and halogen‐free catalysis as a more sustainable catalytic process for preparing 3,4,5‐trisubstituted furan‐2‐one derivatives on the laboratory and industrial scale.

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Section: Resultsmentioning

confidence: 99%

A More Sustainable and Greener Process for Preparing 3,4,5‐Trisubstituted Furan‐2‐one Derivatives

Zaharani,

Ghafarikhaligh,

Khaligh

2023

ChemistrySelect

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“…Though other ways of obtaining Schiff bases have been invented, the reactions between amines and either aldehydes or ketones present the most exploited method. While the aldehydes react with primary amines upon mixing to form Schiff bases, the reaction with ketones depends on the type of catalyst, pH range, the type of solvent and the reaction temperature [ 2 ].…”

Section: Introductionmentioning

confidence: 99%

“…One of the most important properties of Schiff bases is their selectivity toward metal ions and ability to form complexes, including highly stable 4-, 5- and 6-ring complexes. Just like the Schiff bases, their metal complexes also possess anticancer, antibacterial, antifungal and antiviral properties [ 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 ]. In biology, the Schiff bases play a very important role as a transport agent in amino acid biosynthesis ( Scheme 2 ) [ 2 ].…”

Section: Introductionmentioning

confidence: 99%

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Pharmacological Activities of Schiff Bases and Their Derivatives with Low and High Molecular Phosphonates

et al. 2023

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This review paper is focused on the design of anthracene and furan-containing Schiff bases and their advanced properties as ligands in complex transition metal ions The paper also provides a brief overview on a variety of biological applications, namely, potent candidates with antibacterial and antifungal activity, antioxidant and chemosensing properties. These advantageous properties are enhanced upon metal complexing. The subject of the review has been extended with a brief discussion on reactivity of Schiff bases with hydrogen phosphonates and the preparation of low and high molecular phosphonates, as well as their application as pharmacological agents. This work will be of interest for scientists seeking new challenges in discovering advanced pharmacological active molecules gaining inspiration from the versatile families of imines and aminophosphonates.

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Copper (II) Ion Detection in Food and Water Harnessing Schiff Base-Enabled Electrochemical Sensor

Mustafa,

Qahtani,

Umar

et al. 2024

sci adv mater

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A copper (II) ion-selective sensor was generated using a processed membrane that included 4-(2-(2,4-Dinitrophenylhydrazono) Methyl)Benzene-1,3-diol (L). The sensor’s efficacy was tested using a variety of plasticizers, comprising sodium tetraphenylborate (NaTPB), O-Nitrophenyloctyl ether (ONPOE), benzyl acetate (BA), dibutyl phthalate (DBP), and dibutyl sebacate (DBS). Membrane layers comprised of L:DBS:OA:PVC in a ratio of 5:55:10:30 (w/w,%) provided optimum sensing effectiveness. The detection system performed well in an average concentration that ranged from 5.3×10−8 to 1.0×10−1 mol L−1, with a Nernstian slope of 29.1±0.5 mV decade-1 for Cu(II) ions. The sensor’s minimal detection limit of 2.1×10−8 mol, broad pH range (3.1–8.2), quick reaction time (9 s), strong non-aqueous resistance (up to 25% v/v), and good retention time (2 months) demonstrates its value. Potentiometric selectivity coefficients revealed an exclusive exposure for Cu(II) ions under the influence of intervening ions, allowing for accurate identification of copper in a variety of materials such as food oils, tomato plant material, and river water. The proposed sensor is a promising means for accurately detecting Cu(II) ions in environmental and food specimens, with potential utilization in quality assurance and environmental surveillance.

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Overview of Schiff Bases

Cited by 3 publications

References 96 publications

A More Sustainable and Greener Process for Preparing 3,4,5‐Trisubstituted Furan‐2‐one Derivatives

A More Sustainable and Greener Process for Preparing 3,4,5‐Trisubstituted Furan‐2‐one Derivatives

Pharmacological Activities of Schiff Bases and Their Derivatives with Low and High Molecular Phosphonates

Copper (II) Ion Detection in Food and Water Harnessing Schiff Base-Enabled Electrochemical Sensor

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