Coordination Features of P,S-Ligands Based on the Phosphorus Derivatives with I and Viii Group Metals

Kursheva, L. I.; Батыева, Э. С.; Zvereva, Elena E.; Badeeva, E. K.; Platova, Elena V.; Sinyashin, Оleg G.

doi:10.1080/10426507.2012.727513

Cited by 4 publications

(6 citation statements)

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“…Octathiotetraphosphetanes as ammonium salts bearing the various functional groups in the molecule (amine groups, thio groups, thiophosphoryl groups) have recently been the subject of our studies as ligands in complexation with transition d-metals. 10 In addition, ammonium salts of octathiotetraphosphetane were tested for their biological activity. It was found that DMSO and DMF solutions of piperidinium salt of octathiotetraphosphetane possess significant anti-fungal activity against Candida albicans (Table 3).…”

Section: Resultsmentioning

confidence: 99%

New method for the synthesis of ammonium salts of O,O'-alkylenedithiophosphoric acid and octathiotetraphosphetane. Crystal structure features's of diethylammonium salt of O,O'-propylenedithiophosphoric acid

Badeeva

Santomenna

Gubaidullin

et al. 2016

Phosphorus, Sulfur, and Silicon and the Related Elements

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A new reaction of elemental phosphorus (P4) with elemental sulfur and 1,3-propylene glycol in the presence of different amines has been investigated. Ammonium salts of O,O′- alkylenedithiophosphoric acids have been observed as main products of the reaction. Octathiotetraphosphetane ammonium salts were formed as minor products. The reaction is characterized by a complete conversion of white phosphorus and is not accompanied by the release of hydrogen sulfide. The crystal structure features’s of diethylammonium salt of O,O′-propylenedithiophosphoric acid were determined using single crystal X-ray diffraction. Piperidinium salt of octathiotetraphosphetane in DMSO and DMF solutions possess significant antifungal activity against Candida albicans.

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Section: Resultsmentioning

confidence: 99%

New method for the synthesis of ammonium salts of O,O'-alkylenedithiophosphoric acid and octathiotetraphosphetane. Crystal structure features's of diethylammonium salt of O,O'-propylenedithiophosphoric acid

Badeeva

Santomenna

Gubaidullin

et al. 2016

Phosphorus, Sulfur, and Silicon and the Related Elements

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“…Recently, we obtained the Cu(I) chloride complex of piperidinium salt of octathiotetraphosphetane, [CuCl·{P(S) S − H 2 N + (CH 2 ) 5 }] 4 , whose structure was determined by IR/Raman spectroscopy combined with density functional theory (DFT) calculations . The coordination behavior of triethylammonium salt of octathiotetraphosphetane in the reaction with Cu(I) halide was reported previously . Similarities and differences in the behavior of octathiotetraphosphetane ammonium salts compared with structures differing only by piperidine and triethylamine substituents were revealed upon complexation with Cu(I) halides.…”

Section: Resultsmentioning

confidence: 99%

“…In contrast, the reaction of the triethylammonium salt 2 and Cu(I) chloride resulted in formation of the complex CuCl·{[P(S)] 4 (SCu) 3 S − HN + (C 2 H 5 ) 3 } 4 incorporating triethylammonium hydrochloride due to the merely partial substitution of triethylamine groups for Cu cations (Eq. ).…”

Section: Resultsmentioning

confidence: 99%

“…Because of the high complexity of spectral data, the calculations within the framework of DFT are uniquely useful for spectral interpretation when combined with comprehensive experimental analysis and theoretical models. Calculated IR/Raman spectra revealed common spectral characteristics corresponding both to P 4 S 8 4− anion of “free” ligand and complex 4 ; both of which are influenced by complexation.…”

Section: Resultsmentioning

confidence: 99%

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Synthesis and Some Properties of Transition Metal Complexes Based on the Octathiophophetane Ammonium Salts

Kursheva

Yanberdina

Zvereva

et al. 2014

Heteroatom Chemistry

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Cyclic octathiotetraphosphetanes, and speciafically their ammonium salt, represent novel polyfunctional heterocyclic ligands that are valuable in the development of organometallic and coordinated chemistry. Coordination features of octathiotetraphosphetane ammonium salts with structures differing only by piperidine and triethylamine substituents in the reaction with transition d‐metals of I and VIII groups [Cu(I), Ag(I), Fe(II), Co(II)] are described. Some similarities and differences in the behavior of piperidinium and triethylammonium salts of the octathiotetraphosphetane upon complexation with metal halides are discussed.

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“…Octathiotetraphosphetane ammonium salts are heterocyclic compounds containing functional groups in their molecules; therefore, they can be of interest for medical and biological studies. They form metal complexes with transition metal halides [11] and are potentially active antifungal agents (Candida albicans) [12]. (ammonium) salts of 1,2,3,4tetrathio-1,2,3,4-tetrathioxotetraphosphetane Ia-Ie (general procedure).…”

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Reaction of elemental phosphorus (P4) and sulfur with amines in the presence of alkylene glycols: New method to prepare octathiotetraphosphetane ammonium salts

2014

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Syntheses based on cleavage of the phosphorusphosphorus bond in the molecule of elemental (white) phosphorus open the easiest and environmentally friendly opportunities to prepare many useful organophosphorus compounds [1][2][3].We have recently demonstrated that reactions of white phosphorus (P 4 ) and elemental sulfur with proton-donating reagents easily proceed in the presence of amines [4][5][6], yielding ammonium salts of phosphorous and hypophosphorous acids and diesters of dithiophosphoric acid. The reaction of white phosphorus and sulfur with aliphatic thiols in the presence of amines has been shown to give the fourmembered cyclic phosphorus compounds, ammonium salts of 1,2,3,4-tetramercapto-1,2,3,4-tetrathioxotetraphosphetane [7,8], with moderate yields. These salts were prepared previously [9, 10] along with other cyclic thiophosphates via the reaction of white phosphorus with polysulfides, hydrogen sulfide, and amines.Extending the above-listed results, herein we demonstrate a new method to yield octathiotetraphosphetane via the reaction of P 4 , sulfur, and amines in the presence of 1,3-propanediol as protonodonor.The reaction was carried out in acetonitrile at 55-70ºC during 8-10 h. The conversion of phosphorus was complete, and no hydrogen sulfide formation was observed. By cooling the reacted mixture down, we isolated compounds revealing the δ P 120-122 ppm signal in 31 P NMR spectra, identified as octathiophosphetane ammonium salts (Scheme 1).The salts obtained crystallized readily. Physicochemical and spectral parameters of the products Ia-Ie completely coincided with those of the compounds obtained via the reaction of P 4 , sulfur, and amines in the presence of thiols. The latter products were studied by IR, Raman, 31 P NMR, and 1 H NMR spectroscopy in combination with Density Functional Theory simulation; structure of the salts Ia-Ic was confirmed by X-ray diffraction analysis [7,8].R 1 = R 2 = Et (a); R 1 = H, R 2 = -(CH 2 ) 5 -(b); R 1 = H, R 2 = Et (c); R 1 = Me, R 2 = (CH 2 CH 2 ) 2 O (d); R 1 = CH 2 C 6 H 5 , R 2 = Me (e). P 4 R 1 NR 2 + P P P P S SH SH SH SH S S S

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Coordination Features of P,S-Ligands Based on the Phosphorus Derivatives with I and Viii Group Metals

Cited by 4 publications

References 10 publications

New method for the synthesis of ammonium salts of O,O'-alkylenedithiophosphoric acid and octathiotetraphosphetane. Crystal structure features's of diethylammonium salt of O,O'-propylenedithiophosphoric acid

New method for the synthesis of ammonium salts of O,O'-alkylenedithiophosphoric acid and octathiotetraphosphetane. Crystal structure features's of diethylammonium salt of O,O'-propylenedithiophosphoric acid

Synthesis and Some Properties of Transition Metal Complexes Based on the Octathiophophetane Ammonium Salts

Reaction of elemental phosphorus (P4) and sulfur with amines in the presence of alkylene glycols: New method to prepare octathiotetraphosphetane ammonium salts

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