Optically active P-chiral phosphinoselenoic amides: stereochemical outcome at the P-stereogenic center in the synthesis of these substances and their characterization |
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| Institution: | 1. Key Laboratory of Coal Processing and Efficient Utilization, Ministry of Education, China University of Mining & Technology, Jiangsu 221116, China;2. School of Chemical Engineering and Technology, China University of Mining & Technology, Xuzhou, Jiangsu 221116, China;3. Jiangxi Key Laboratory for Mass Spectrometry and Instrumentation, East China Institute of Technology, Nanchang, Jiangxi 330013, China |
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| Abstract: | A variety of optically active P-chiral phosphinoselenoic amides were synthesized with high efficiency by reacting racemic P-chiral phosphinoselenoic chlorides with optically active lithium amides. Some of the diastereomers of the amides were separated by column chromatography on silica gel. The absolute configurations of the phosphinoselenoic amides were determined by X-ray molecular structure analyses. Optically active P-chiral phosphinoselenoic chlorides were also reacted with optically active lithium amide. The reaction proceeded predominantly with inversion of configuration, but also involved retention of stereochemistry at the phosphorus atom during the substitution reaction. |
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