Ni(II) complexes of dithiophosphonic acids View Full Text


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Article Info

DATE

2014-07

AUTHORS

AFSHIN SAADAT, ALIREZA BANAEE, PATRICK McARDLE, KARIM ZARE, KHODAYAR GHOLIVAND, ALI ASGHAR EBRAHIMI VALMOOZI

ABSTRACT

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 X-ray 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. Graphical AbstractThe reaction of HS2P(p-C6H4OMe) (OCH2CH(CH3)2) (I), [S2P(C6H11NH)(p-C6H4OMe)H3N+C6H11] (II) and [S2P(phCH2CH2NH) (p-C6H4OMe)H3N+CH2CH2ph] (III) with NiCl2.6H2O in methanol led to novel complexes (IV, V and VI). Compound V formed a three-dimensional supramolecular structure via intermolecular P–O…H–N hydrogen bonds. The compounds were additionally tested for antibacterial properties. The reaction of HS2P(p-C6H4OMe) (OCH2CH(CH3)2) (I), [S2P(C6H11NH)(p-C6H4OMe)H3N+C6H11] (II) and [S2P(phCH2CH2NH) (p-C6H4OMe)H3N+CH2CH2ph] (III) with NiCl2.6H2O in methanol led to novel complexes (IV, V and VI). Compound V formed a three-dimensional supramolecular structure via intermolecular P–O…H–N hydrogen bonds. The compounds were additionally tested for antibacterial properties. More... »

PAGES

1125-1133

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URI

http://scigraph.springernature.com/pub.10.1007/s12039-014-0675-z

DOI

http://dx.doi.org/10.1007/s12039-014-0675-z

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https://app.dimensions.ai/details/publication/pub.1038490712


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