Synthetic studies on a series of functionalized pyrylium salts, 4-chloro- and 4-bromophosphinines |
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Authors: | Noriyoshi Nagahora Hiroshi Tokumaru Shinpei Ikaga Takuya Hanada Kosei Shioji Kentaro Okuma |
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Institution: | Department of Chemistry, Faculty of Science, Fukuoka University, Jonan-ku, Fukuoka, 814-0180, Japan |
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Abstract: | A series of new pyrylium salts that bear sulfonate and phosphonate groups were obtained from the reactions between 2,6-diphenyl-4H-pyran-4-one, sulfonic anhydride, and chlorophosphates, and analyzed spectroscopically. Furthermore, treatment of 2,6-diphenyl-4H-pyran-4-one with phosphoryl chloride or bromide afforded the corresponding 4-chloro- and 4-bromopyrylium tetrafluoroborates in good yield. Subsequently, the synthesis of the corresponding 4-chloro- and 4-bromophosphinines was accomplished by treating the respective chloro- and bromopyrylium tetrafluoroborates with tris(trimethylsilyl)phosphine. |
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Keywords: | Pyrylium salt Phosphinine Chlorination Bromination Tris(trimethylsilyl)phosphine |
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