Abstract
| - Primary and secondary amines add cleanly to the silenes (Me3Si)2SiCR(OSiMe3) formed by photolysis of the polysilylacylsilanes (Me3Si)3SiCOR (R = alkyl, aryl), forming (Me3Si)2(R‘R‘ ‘N)SiCHR(OSiMe3). The amines R‘R‘ ‘NH also react in the dark with simple acylsilanes R3SiCOAr (R = Me, Ph) to give either the imines ArCHNR‘ ‘ (primary) or the aminals ArCH(NR‘R‘ ‘)2 (secondary) and the silanol R3SiOH.
- Primary and secondary amines add cleanly in the dark to the silicon−carbon double bondsof silenes of the family (Me3Si)2SiC(OSiMe3)R to give the products (Me3Si)2(R2N)SiCH(OSiMe3)R. Secondary amines also add in the dark to acylsilanes of the family R3SiCOAr (R= alkyl, aryl) to give aminals ArCH(NR2)2 and silanols R3SiOH, while primary amines formthe imine ArCHNR, corresponding to the acyl group of the acylsilane plus the relatedsilanol. However, amines do not add in the dark to polysilylacylsilanes (Me3Si)3SiCOR.Mechanisms explaining the results are proposed.
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