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Synthesis and spectroscopic properties of new bis-tetrazoles.

Pazik A, Skwierawska A - J Incl Phenom Macrocycl Chem (2012)

Bottom Line: Syntheses of N,N'-phenyltetrazole podands link with aliphatic chains containing oxygen, nitrogen and sulphur atoms, are described.The UV-Vis titrations were performed to estimate the stability constant values of the respective complexes with Cu(2+) ion.The structure of ligand 2 has been deduced by X-ray crystallography.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemical Technology, Chemical Faculty, Gdansk University of Technology, 80-233 Gdańsk, Poland.

ABSTRACT
Syntheses of N,N'-phenyltetrazole podands link with aliphatic chains containing oxygen, nitrogen and sulphur atoms, are described. The complexing properties of these compounds towards metal cations (Fe(2+), Cu(2+), Zn(2+), Co(2+), Ni(2+)) were investigated by absorption and infrared spectroscopy. The UV-Vis titrations were performed to estimate the stability constant values of the respective complexes with Cu(2+) ion. Changes in UV-Vis absorption spectra and IR spectra of compound 6 under various concentrations of Cu(2+) ion in methanol suggest formation of very unstable complex. The structure of ligand 2 has been deduced by X-ray crystallography.

No MeSH data available.


Related in: MedlinePlus

a1H NMR spectra of 6 in CDCl3, b1H NMR spectra of 1,5-bis[2-aminophenyl(thio)]-3-phenylazapentane hydrochlochloride in d-MeOH
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Fig2: a1H NMR spectra of 6 in CDCl3, b1H NMR spectra of 1,5-bis[2-aminophenyl(thio)]-3-phenylazapentane hydrochlochloride in d-MeOH

Mentions: The infrared spectroscopy is excellent technique to study the progress of cyclization reaction. IR Spectra of reagents show typical amine and azide bands at ca. 3400 and ca. 2060 cm−1, respectively, which are decreased adequately to tetrazole rings formation. It is worth to mention that in tetrazoles’ 1H NMR spectra characteristic C–H signal at 8.99–9.77 ppm is observed. As a comparison, two 1H NMR spectra of 1,5-bis[2-aminophenyl(thio)]-3-phenylazapentane and 1,5-bis[2-(1H-tetrazol-1-yl)phenyl(thio)]-3-phenylazapentane (6) are presented in a Fig. 2. Singlet at 8.90 ppm corresponds to two C–H tetrazole protons of compound 6.Fig. 2


Synthesis and spectroscopic properties of new bis-tetrazoles.

Pazik A, Skwierawska A - J Incl Phenom Macrocycl Chem (2012)

a1H NMR spectra of 6 in CDCl3, b1H NMR spectra of 1,5-bis[2-aminophenyl(thio)]-3-phenylazapentane hydrochlochloride in d-MeOH
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3824287&req=5

Fig2: a1H NMR spectra of 6 in CDCl3, b1H NMR spectra of 1,5-bis[2-aminophenyl(thio)]-3-phenylazapentane hydrochlochloride in d-MeOH
Mentions: The infrared spectroscopy is excellent technique to study the progress of cyclization reaction. IR Spectra of reagents show typical amine and azide bands at ca. 3400 and ca. 2060 cm−1, respectively, which are decreased adequately to tetrazole rings formation. It is worth to mention that in tetrazoles’ 1H NMR spectra characteristic C–H signal at 8.99–9.77 ppm is observed. As a comparison, two 1H NMR spectra of 1,5-bis[2-aminophenyl(thio)]-3-phenylazapentane and 1,5-bis[2-(1H-tetrazol-1-yl)phenyl(thio)]-3-phenylazapentane (6) are presented in a Fig. 2. Singlet at 8.90 ppm corresponds to two C–H tetrazole protons of compound 6.Fig. 2

Bottom Line: Syntheses of N,N'-phenyltetrazole podands link with aliphatic chains containing oxygen, nitrogen and sulphur atoms, are described.The UV-Vis titrations were performed to estimate the stability constant values of the respective complexes with Cu(2+) ion.The structure of ligand 2 has been deduced by X-ray crystallography.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemical Technology, Chemical Faculty, Gdansk University of Technology, 80-233 Gdańsk, Poland.

ABSTRACT
Syntheses of N,N'-phenyltetrazole podands link with aliphatic chains containing oxygen, nitrogen and sulphur atoms, are described. The complexing properties of these compounds towards metal cations (Fe(2+), Cu(2+), Zn(2+), Co(2+), Ni(2+)) were investigated by absorption and infrared spectroscopy. The UV-Vis titrations were performed to estimate the stability constant values of the respective complexes with Cu(2+) ion. Changes in UV-Vis absorption spectra and IR spectra of compound 6 under various concentrations of Cu(2+) ion in methanol suggest formation of very unstable complex. The structure of ligand 2 has been deduced by X-ray crystallography.

No MeSH data available.


Related in: MedlinePlus