Synthesis and Spectroscopic Characterization of Novel Aryl-Dithiofluorophosphonate Derivatives and X-Ray Studies of [(4-CH₃OC₆H₄)(F)P(S)S⁻][PH₄P⁺]

Abstract

Potassium and tetraphenylphosphonium salts of novel aryldithiofluorophosphonic acids were synthesized. Lawesson's Reagent was allowed to react with KF in acetonitrile to yield the potassium salt of p-methoxyphenyldithiofluorophosphonic acid. Treatment of the latter with tetraphenylphosphonium chloride resulted in the formation of the tetraphenylphosphonium salt. The structures of the compounds were elucidated by FTIR, ¹H, ¹³C, ¹⁹F, and ³¹P NMR spectroscopy as well as by ESI-mass spectrometry. The molecular and crystal structure of the tetraphenylphosphonium salt, determined by single crystal X-ray diffraction, is also presented.

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GRAPHICAL ABSTRACT

Keywords:

• Dithiophosphonic acid
• phosphonodithioic acid
• dithiofluorophosphonic acid
• dithiofluorophosphonate
• Lawesson's reagent
• X-ray structure determination

Acknowledgments

The authors gratefully acknowledge the financial assistance of Technical Research Council of Turkey (grant number TBAG 110T016, TUBITAK) and Ankara University Research and Development Fund.