Synthesis, structure and spectroscopic properties of oxovanadium tris(3,5-dimethylpyrazolyl)borate aroylthiourea complexes

Syahidah Mohd Tahir, Aisha Al-Abbasi, Qurnisha Ghazali, Arifin Khuzaimah, Mohammad Kassim

Research output: Contribution to journalArticle

Abstract

Aroylthiourea ligands, 1-aroyl-3-cyclohexyl-3-methylthiourea (HL1), 1-(2-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL2), 1-(3-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL3) and 1-(4-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL4) were synthesized through a condensation reaction of methylcyclohexylamine and aroylisothiocyanate with a general formula (X-Ph)(CO)NH(CS)N(C6H5)(CH3) where X = H, o-Cl, m-Cl and p-Cl, fully characterized by CHNS micro elemental analysis, infrared spectroscopy, UV-visible, nuclear magnetic resonance (1H, 13C) and X-ray crystallography. 1-(3-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL3) crystallized in the monoclinic system, a=14.504(3), b=4.9599(11), c=22.325(5) A, β=98.461(7)°, Z= 4 and V=1588.5(6) A with space group P21/c. The IR spectra of the ligands exhibits the characteristic v(CO) and v(N-H) at range 1701-1640 cm-1 and 3317-3144 cm-1, respectively. Whereas the 1H and 13C NMR spectra shows the resonances for N-H and -CO groups at range 8.3-8.5 and 160-163 ppm, respectively. A one-pot reaction involving the aroylthiourea ligand, oxovanadium(IV) ion and potassium hydrotris(3,5-dimethylpyrazolyl)borate (KTp∗) complex gave the desired [oxovanadium(IV)(tris(pyrazolyl)borate)(aroylthiourea)] complexes namely Tp∗VOL1, Tp∗VOL2, Tp∗VOL3 and Tp∗VOL4 and all complexes were characterized accordingly. X-ray study showed that Tp∗VOL1 adopted a monoclinic crystal, a=3.415(2), b=19.463(3), c=14.22(3) A, β=107.411(4)°, Z= 4 and V=3542.7(11) A with P21/c space group. The VO2+ center adopted a pseudo-octahedral geometry O2N3S, with the oxovanadium(IV) coordinated to the bidentate ligand (X-Ph)(CO)NH(CS)N(C6H5)(CH3) and tridentate Tp∗ligands. The results showed that aroylthiourea ligands behave as bidentate chelate through O and S atom and the Tp∗C3v symmetry adds stabilization to the VO2+ through its protective tripodal geometry.

Original languageEnglish
Pages (from-to)1775-1785
Number of pages11
JournalSains Malaysiana
Volume47
Issue number8
DOIs
Publication statusPublished - 1 Aug 2018

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Borates
Carbon Monoxide
Ligands
Nuclear magnetic resonance
Condensation reactions
Geometry
X ray crystallography
Infrared spectroscopy
Potassium
Stabilization
Ions
X rays
Atoms
Crystals
Chemical analysis
oxovanadium IV

Keywords

  • Aroylthiourea
  • Chelate
  • Oxovanadium(IV)
  • Tris(pyrazolyl)borate
  • Vanadyl

ASJC Scopus subject areas

  • General

Cite this

Synthesis, structure and spectroscopic properties of oxovanadium tris(3,5-dimethylpyrazolyl)borate aroylthiourea complexes. / Tahir, Syahidah Mohd; Al-Abbasi, Aisha; Ghazali, Qurnisha; Khuzaimah, Arifin; Kassim, Mohammad.

In: Sains Malaysiana, Vol. 47, No. 8, 01.08.2018, p. 1775-1785.

Research output: Contribution to journalArticle

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abstract = "Aroylthiourea ligands, 1-aroyl-3-cyclohexyl-3-methylthiourea (HL1), 1-(2-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL2), 1-(3-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL3) and 1-(4-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL4) were synthesized through a condensation reaction of methylcyclohexylamine and aroylisothiocyanate with a general formula (X-Ph)(CO)NH(CS)N(C6H5)(CH3) where X = H, o-Cl, m-Cl and p-Cl, fully characterized by CHNS micro elemental analysis, infrared spectroscopy, UV-visible, nuclear magnetic resonance (1H, 13C) and X-ray crystallography. 1-(3-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL3) crystallized in the monoclinic system, a=14.504(3), b=4.9599(11), c=22.325(5) A, β=98.461(7)°, Z= 4 and V=1588.5(6) A with space group P21/c. The IR spectra of the ligands exhibits the characteristic v(CO) and v(N-H) at range 1701-1640 cm-1 and 3317-3144 cm-1, respectively. Whereas the 1H and 13C NMR spectra shows the resonances for N-H and -CO groups at range 8.3-8.5 and 160-163 ppm, respectively. A one-pot reaction involving the aroylthiourea ligand, oxovanadium(IV) ion and potassium hydrotris(3,5-dimethylpyrazolyl)borate (KTp∗) complex gave the desired [oxovanadium(IV)(tris(pyrazolyl)borate)(aroylthiourea)] complexes namely Tp∗VOL1, Tp∗VOL2, Tp∗VOL3 and Tp∗VOL4 and all complexes were characterized accordingly. X-ray study showed that Tp∗VOL1 adopted a monoclinic crystal, a=3.415(2), b=19.463(3), c=14.22(3) A, β=107.411(4)°, Z= 4 and V=3542.7(11) A with P21/c space group. The VO2+ center adopted a pseudo-octahedral geometry O2N3S, with the oxovanadium(IV) coordinated to the bidentate ligand (X-Ph)(CO)NH(CS)N(C6H5)(CH3) and tridentate Tp∗ligands. The results showed that aroylthiourea ligands behave as bidentate chelate through O and S atom and the Tp∗C3v symmetry adds stabilization to the VO2+ through its protective tripodal geometry.",
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T1 - Synthesis, structure and spectroscopic properties of oxovanadium tris(3,5-dimethylpyrazolyl)borate aroylthiourea complexes

AU - Tahir, Syahidah Mohd

AU - Al-Abbasi, Aisha

AU - Ghazali, Qurnisha

AU - Khuzaimah, Arifin

AU - Kassim, Mohammad

PY - 2018/8/1

Y1 - 2018/8/1

N2 - Aroylthiourea ligands, 1-aroyl-3-cyclohexyl-3-methylthiourea (HL1), 1-(2-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL2), 1-(3-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL3) and 1-(4-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL4) were synthesized through a condensation reaction of methylcyclohexylamine and aroylisothiocyanate with a general formula (X-Ph)(CO)NH(CS)N(C6H5)(CH3) where X = H, o-Cl, m-Cl and p-Cl, fully characterized by CHNS micro elemental analysis, infrared spectroscopy, UV-visible, nuclear magnetic resonance (1H, 13C) and X-ray crystallography. 1-(3-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL3) crystallized in the monoclinic system, a=14.504(3), b=4.9599(11), c=22.325(5) A, β=98.461(7)°, Z= 4 and V=1588.5(6) A with space group P21/c. The IR spectra of the ligands exhibits the characteristic v(CO) and v(N-H) at range 1701-1640 cm-1 and 3317-3144 cm-1, respectively. Whereas the 1H and 13C NMR spectra shows the resonances for N-H and -CO groups at range 8.3-8.5 and 160-163 ppm, respectively. A one-pot reaction involving the aroylthiourea ligand, oxovanadium(IV) ion and potassium hydrotris(3,5-dimethylpyrazolyl)borate (KTp∗) complex gave the desired [oxovanadium(IV)(tris(pyrazolyl)borate)(aroylthiourea)] complexes namely Tp∗VOL1, Tp∗VOL2, Tp∗VOL3 and Tp∗VOL4 and all complexes were characterized accordingly. X-ray study showed that Tp∗VOL1 adopted a monoclinic crystal, a=3.415(2), b=19.463(3), c=14.22(3) A, β=107.411(4)°, Z= 4 and V=3542.7(11) A with P21/c space group. The VO2+ center adopted a pseudo-octahedral geometry O2N3S, with the oxovanadium(IV) coordinated to the bidentate ligand (X-Ph)(CO)NH(CS)N(C6H5)(CH3) and tridentate Tp∗ligands. The results showed that aroylthiourea ligands behave as bidentate chelate through O and S atom and the Tp∗C3v symmetry adds stabilization to the VO2+ through its protective tripodal geometry.

AB - Aroylthiourea ligands, 1-aroyl-3-cyclohexyl-3-methylthiourea (HL1), 1-(2-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL2), 1-(3-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL3) and 1-(4-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL4) were synthesized through a condensation reaction of methylcyclohexylamine and aroylisothiocyanate with a general formula (X-Ph)(CO)NH(CS)N(C6H5)(CH3) where X = H, o-Cl, m-Cl and p-Cl, fully characterized by CHNS micro elemental analysis, infrared spectroscopy, UV-visible, nuclear magnetic resonance (1H, 13C) and X-ray crystallography. 1-(3-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL3) crystallized in the monoclinic system, a=14.504(3), b=4.9599(11), c=22.325(5) A, β=98.461(7)°, Z= 4 and V=1588.5(6) A with space group P21/c. The IR spectra of the ligands exhibits the characteristic v(CO) and v(N-H) at range 1701-1640 cm-1 and 3317-3144 cm-1, respectively. Whereas the 1H and 13C NMR spectra shows the resonances for N-H and -CO groups at range 8.3-8.5 and 160-163 ppm, respectively. A one-pot reaction involving the aroylthiourea ligand, oxovanadium(IV) ion and potassium hydrotris(3,5-dimethylpyrazolyl)borate (KTp∗) complex gave the desired [oxovanadium(IV)(tris(pyrazolyl)borate)(aroylthiourea)] complexes namely Tp∗VOL1, Tp∗VOL2, Tp∗VOL3 and Tp∗VOL4 and all complexes were characterized accordingly. X-ray study showed that Tp∗VOL1 adopted a monoclinic crystal, a=3.415(2), b=19.463(3), c=14.22(3) A, β=107.411(4)°, Z= 4 and V=3542.7(11) A with P21/c space group. The VO2+ center adopted a pseudo-octahedral geometry O2N3S, with the oxovanadium(IV) coordinated to the bidentate ligand (X-Ph)(CO)NH(CS)N(C6H5)(CH3) and tridentate Tp∗ligands. The results showed that aroylthiourea ligands behave as bidentate chelate through O and S atom and the Tp∗C3v symmetry adds stabilization to the VO2+ through its protective tripodal geometry.

KW - Aroylthiourea

KW - Chelate

KW - Oxovanadium(IV)

KW - Tris(pyrazolyl)borate

KW - Vanadyl

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