NEW METHOD FOR THE SYNTHESIS OF AMMONIUM SALTS OF O,O'-ALKYLENEDITHIOPHOSPHORIC ACID AND OCTATHIOTETRAPHOSPHETANE....

Area of Science:

• Inorganic Chemistry
• Organophosphorus Chemistry
• Materials Science

Background:

• Elemental phosphorus (P4) and sulfur reactions are crucial in synthesizing novel phosphorus-sulfur compounds.
• Organophosphorus compounds, particularly dithiophosphates, exhibit diverse applications, including as ligands and in medicinal chemistry.
• Understanding new synthetic routes for these compounds is vital for expanding their utility.

Purpose of the Study:

• To investigate a novel reaction between elemental phosphorus (P4), elemental sulfur, and 1,3-propylene glycol in the presence of various amines.
• To characterize the main and minor products formed during this reaction.
• To evaluate the antifungal activity of the synthesized compounds.

Main Methods:

• Reaction of P4, sulfur, and 1,3-propylene glycol with different amines.
• Characterization of reaction products, including ammonium salts of O,O'-alkylenedithiophosphoric acids and octathiotetraphosphetane ammonium salts.
• Single crystal X-ray diffraction for structural determination of diethylammonium salt of O,O'-propylenedithiophosphoric acid.
• Antifungal activity testing against Candida albicans using DMSO and DMF solutions.

Main Results:

• A new synthetic pathway yielding ammonium salts of O,O'-alkylenedithiophosphoric acids as major products was established.
• Octathiotetraphosphetane ammonium salts were identified as minor products.
• The reaction demonstrated complete conversion of white phosphorus (P4) without hydrogen sulfide release.
• Structural elucidation of diethylammonium salt of O,O'-propylenedithiophosphoric acid was achieved via X-ray diffraction.
• Piperidinium salt of octathiotetraphosphetane exhibited significant antifungal activity against Candida albicans.

Conclusions:

• The developed reaction offers an efficient route to novel organophosphorus sulfur compounds.
• The synthesized dithiophosphoric acid derivatives show potential for further investigation in materials science and medicinal chemistry.
• The identified antifungal activity highlights the therapeutic potential of octathiotetraphosphetane derivatives.