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Synthesis of Tetrathiophosphates from White Phosphorus
  • +4
  • Jiali He,
  • Shanshan Shi,
  • Yumeng Zhang,
  • Yang Zhang,
  • Pengxiang Xu,
  • Guo Tang,
  • Yufen Zhao
Jiali He
Xiamen University
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Shanshan Shi
Hefei Normal University
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Yumeng Zhang
Xiamen University
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Yang Zhang
Xiamen University
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Pengxiang Xu
Xiamen University
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Guo Tang
Xiamen University

Corresponding Author:[email protected]

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Yufen Zhao
Xiamen University
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Abstract

A transition-metal-free one-pot direct synthesis of tetrathiophosphates (R1S)2P(S)SR2 from white phosphorus (P4), through inter-mediate S-sodium S,S-dialkylphosphorotetrathioates (R1S)2P(S)SNa, is presented. In the presence of NaSH, various disulfides such as diaryl disulfides and dialkyl disulfides are easily coupled with P4 to give S-sodium S,S-dialkylphosphorotetrathioates (R1S)2P(S)SNa in almost quantitative yield, which react with alkyl halides in one pot to generate (R1S)2P(S)SR2. Furthermore, S-(2-cyanoethyl)-substituted tetrathiophosphates (R1S)2P(S)SCH2CH2CN are successfully designed as a kind of tetrathiophosphorylation reagents to react with diaryl iodonium salts involving deprotection-dealkylation process.
09 May 20231st Revision Received
10 May 2023Submission Checks Completed
10 May 2023Assigned to Editor
10 May 2023Review(s) Completed, Editorial Evaluation Pending
10 May 2023Editorial Decision: Accept