New N,N'-bis(thioamido)thiocarbohydrazones and carbohydrazones: synthesis, structure characterization, antioxidant activity, corrosion inhibitors and DFT studies

ÇAVUŞ, Muhammet Serdar; MUĞLU, Halit; Yakan, Hasan; BAKIR, Temel Kan; ÖZORAK, Cihan

doi:10.1007/s11164-022-04659-z

New N,N'-bis(thioamido)thiocarbohydrazones and carbohydrazones: synthesis, structure characterization, antioxidant activity, corrosion inhibitors and DFT studies

Yazarlar (5)

Prof. Dr. Muhammet Serdar ÇAVUŞ Kastamonu Üniversitesi, Türkiye

Prof. Dr. Halit MUĞLU Kastamonu Üniversitesi, Türkiye

Doç. Dr. Hasan Yakan Ondokuz Mayıs Üniversitesi, Türkiye

Prof. Dr. Temel Kan BAKIR Kastamonu Üniversitesi, Türkiye

Dr. Öğr. Üyesi Cihan ÖZORAK Kastamonu Üniversitesi, Türkiye

Makale Türü	Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı	Research on Chemical Intermediates (Q3)
Dergi ISSN	0922-6168 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler	SCI-Expanded
Makale Dili	Türkçe	Basım Tarihi	01-2022
Cilt / Sayı / Sayfa	48 / 4 / 1593–1613	DOI	10.1007/s11164-022-04659-z
Makale Linki	http://dx.doi.org/10.1007/s11164-022-04659-z

Özet

New symmetric N,N'-bis(thioamido)thio/carbohydrazones (1–4) were prepared from thio/carbohydrazide and various isothiocyanates with high yields and characterized the structures of the compounds. The compounds were evaluated as new corrosion inhibitors for corrosion of mild steel in 0.1 M HCl solutions using polarization and electrochemical impedance spectroscopy (EIS) techniques, and all compounds showed effective inhibitory properties. Antioxidant activity values determined using the DPPH method for all compounds showed higher antioxidant activity than the standard Trolox (5.89 µM). The IC50 values of the compounds were obtained between 3.45 and 4.25 µM, and also showed a ranking of 4 > 2 > 3 > 1 > Trolox , with antioxidant activities better than Trolox. Compound 4 (1,5-bis((3-fluorophenyl)carbamothioyl)carbonohydrazide) exhibited the highest activity in terms of both antioxidant and anti-corrosion properties. DFT calculations were also performed to determine the spectroscopic properties of the compounds and to analyze the structure–activity relationship for their antioxidant characteristics. It was investigated how DPPH reactions are affected by the dependence of delocalization indices and charge densities of N–H bonds on intramolecular interactions. As well as the calculations of intramolecular interactions and some QTAIM parameters, Laplacian bond order and bond polarity index (BPI) analysis were also performed to examine the electronic properties of reactive N–H bonds. Graphical abstract: New symmetric N,N'-bis(thioamido)thio/carbohydrazones were obtained. Structures of all compounds were elucidated using spectroscopic approaches. Antioxidant activities of the compounds were determined by DPPH method. QTAIM analyses were used to examine the relationship between the electronic properties and antioxidant activity. The compounds were evaluated as new corrosion inhibitors for corrosion of mild steel in 0.1 M HCl.[Figure not available: see fulltext.].

Anahtar Kelimeler

Antioxidant | Carbothioamides | Corrosion inhibitor | DFT analysis | Spectroscopic elucidation

BM Sürdürülebilir Kalkınma Amaçları

Atıf Sayıları
Scopus	20

New N,N'-bis(thioamido)thiocarbohydrazones and carbohydrazones: synthesis, structure characterization, antioxidant activity, corrosion inhibitors and DFT studies

Dergi Adı	RESEARCH ON CHEMICAL INTERMEDIATES
Yayıncı	Springer Netherlands
Açık Erişim	Hayır
ISSN	0922-6168
E-ISSN	1568-5675
CiteScore	5,7
SJR	0,528
SNIP	0,724

New N,N'-bis(thioamido)thiocarbohydrazones and carbohydrazones: synthesis, structure characterization, antioxidant activity, corrosion inhibitors and DFT studies

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