Synthesis of Phosphine Chalcogenides Using Tetrabutylammonium Chalcogenocyanates

Shunsuke Sueki; Azumi Watanabe; Minori Nakamura; Naoyuki Machida; Shuhei Abe; Takeo Suga; Kosho Makino; Masahiro Anada

doi:10.1248/cpb.c24-00372

Regular Article

Synthesis of Phosphine Chalcogenides Using Tetrabutylammonium Chalcogenocyanates

Shunsuke Sueki , Azumi Watanabe, Minori Nakamura, Naoyuki Machida, Shuhei Abe, Takeo Suga, Kosho Makino, Masahiro Anada

Author information

Shunsuke Sueki Corresponding author
Faculty of Pharmacy, Musashino University
Research Institute of Pharmaceutical Sciences, Musashino University
Azumi Watanabe
Faculty of Pharmacy, Musashino University
Minori Nakamura
Faculty of Pharmacy, Musashino University
Naoyuki Machida
Faculty of Pharmacy, Musashino University
Shuhei Abe
Department of Applied Chemistry, Waseda University
Takeo Suga
Department of Applied Chemistry, Waseda University
Kosho Makino
Faculty of Pharmacy, Musashino University
Research Institute of Pharmaceutical Sciences, Musashino University
Masahiro Anada Corresponding author
Faculty of Pharmacy, Musashino University
Research Institute of Pharmaceutical Sciences, Musashino University

Keywords: phosphine chalcogenide, thiocyanate ion, selenocyanate ion, polymer reaction

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Supplementary material

2024 Volume 72 Issue 8 Pages 762-766

DOI https://doi.org/10.1248/cpb.c24-00372

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Abstract

The new chalcogenylation of phosphines using ⁿBu₄N‧XCN (X = S, Se) is described. The reaction in 1,2-dichloroethane at 120 °C provided the corresponding phosphine sulfides in good to high yields. The protocol could be extended to the synthesis of phosphinic acid derivatives as well as sulfurization of poly(styrene-co-4-styryldiphenylphosphine).

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