THE STAUDINGER REACTION BETWEEN 2-H-1,2,3-DIAZAPHOSPHOLENES AND AROMATIC AZIDES |
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Authors: | Graziano Baccolini Paolo E. Todesco Giuseppe Bartoli |
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Affiliation: | Istututo di Chimica Organica Universitá , Risorgimento, 4, 40136, Bologna, Italy |
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Abstract: | Abstract The title reaction between substituted phenyl azides 2 and diastereomeric diazaphospholenes 1 gives the corresponding cyclic phosphazenes 3 with different stereochemical results. Hydrolysis of some phosphazenes 3 yield the corresponding ring-opened compounds Z-4I together with small amounts of diazaphospholene-oxide 5 and anilines 6. The configuration of the compounds obtained are established by 1H n.m.r. spectroscopy. The results are explained invoking the formation of pentacoordinate phosphorus intermediates. |
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Keywords: | 2-Chloroethyl ethyl sulfide reaction microemulsion sulfonium ions |
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