• Khodayar Gholivand

      Articles written in Journal of Chemical Sciences

    • 𝑁-2,4-Dichlorobenzoyl phosphoric triamides: Synthesis, spectroscopic and X-ray crystallography studies

      Khodayar Gholivand Nasrin Oroujzadeh Zahra Shariatinia

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      New phosphoric triamides 1-9 were synthesized by the reaction of 𝑁-2,4-dichlorobenzoyl phosphoramidic dichloride with various cyclic aliphatic amines and the products were characterized by 1H, 13C, 31P NMR, IR spectroscopy and elemental analysis. Surprisingly, the 1H NMR spectrum of 2 indicated long range ${}^6J$ (P, H) coupling constant = 1.3, 1.4 Hz and those of molecules 3, 4, 6-8 display longrange ${}^4J$ (H, H) coupling constants ($1.8-1.9$ Hz) for the coupling of aromatic protons in 2,4-dichlorophenyl rings. 1H NMR spectra indicated ${}^3J$ (PNCH) for enantiotopic and diastereotopic benzylic CH2 protons in compounds 7 and 8. The spectroscopic data of newly synthesized compounds were compared with those related 𝑁-benzoyl derivatives. The structures of compounds 5, 8 and 10 (2,4-Cl2-C6H3C(O)NHP(O)[NCH2CH(CH3)2]2) have been determined by X-ray crystallography. The structures form centrosymmetric dimers through intermolecular strong -P=O…H-N-hydrogen bonds. The dimers connect to each other via rather strong and weak C-H…O plus weak C-H…Cl H-bonds to produce a 1-D network for 5 while 3-D polymeric chains for 8 and 10.

    • Ni(II) complexes of dithiophosphonic acids

      Afshin Saadat Alireza Banaee Patrick McArdle Karim Zare Khodayar Gholivand Ali Asghar Ebrahimi Valmoozi

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      The reaction of 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (Lawesson reagent) with isobutanol, cyclohexylamine and phenylethylamine produced (4-methoxy-phenyl)-phosphonodithioic acid o-isobutyl ester HS2P(p-C6H4OMe) (OCH2CH(CH3)2) (I), [S2P(C6H11NH)(p-C6H4OMe) H3N+C6H11] (II) and [S2P(phCH2CH2NH) (p-C6H4OMe)H3N+CH2CH2ph] (III), respectively. The reaction of alcohol with Lawesson reagent produced neutral product (I) while that with amines led to an ion pair (II, III). Furthermore, reaction of I, II and III with NiCl2.6H2O in methanol produced novel complexes: IV, V and VI. The compounds were characterized by 1H, 13C and 31P NMR, IR spectroscopy and elemental analysis. The single crystal X-ray structures of IV and V showed that the nickel complexes are square planar. Compound V formed a three-dimensional supramolecular structure via intermolecular P-O…H-N hydrogen bonds. The Xray crystallography of V showed that those three hydrogens of +NH3 cation produced three hydrogen bonds with different distances. The new compounds were additionally tested in view of their anti-bacterial properties. The ligands containing amine substituents exhibited more activity toward tested bacteria than their alcohol substituents, while the Ni(II) complexes including alcohol substituents exhibited high potential.

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