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Issue 0, 1967
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N-silyl derivatives of cyclic secondary amines


Iodosilane reacts with pyrrolidine and with piperidine to give N-silylpyrrolidine and N-silylpiperidine in good yield. Physical properties of these new compounds are reported and discussed. Both form rather weak 1 : 1 adducts with trimethylborane, that of SiH3·NC5H10 being more readily dissociated; their 1 : 1 adducts with iodosilane are solids at room temperature. The Si–N bond is cleaved by hydrogen chloride at room temperature, although the intermediate complex SiH3·NC5H10,2HCl can be isolated at –88°. Pyrolysis of both compounds gives chiefly silane and SiH2(NCnH2n)2(n= 4 or 5). Attempts to prepare N-silylaziridine and NN′-disilylpiperazine by several routes are described.

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Article type: Paper
DOI: 10.1039/J19670001918
Citation: J. Chem. Soc. A, 1967,0, 1918-1921
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    N-silyl derivatives of cyclic secondary amines

    B. J. Aylett and J. Emsley, J. Chem. Soc. A, 1967, 0, 1918
    DOI: 10.1039/J19670001918

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