Reactions of group IV organometallic compounds : XXVII. Some reactions of [(trimethylsilyl)imino]phosphorane |
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Authors: | Kenji Itoh M. Okamura Y. Ishii |
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Affiliation: | Department of Synthetic Chemistry, Faculty of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464, Japan |
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Abstract: | The reaction of [(trimethylsilyl)imino]methyldiphenylphosphorane: Ph2MePNSiMe3 (I) with several acid anhydrides or alkyl isocyanates took place by the simple cleavage of silicon-nitrogen bond. In contrast the interaction of (I) with phenyl isocyanate, isothiocyanate or carbon disulphide led to addition-elimination reactions of the Wittig type. Detailed investigation in the case of phenyl isocyanate indicated the usual elimination of Ph2MePO is suppressed by the strong affinity of the trimethylsilyl group for anionic oxygen atom. |
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