Abstract
Metallation of (PhMe2Si)3CH with MeLi in tetrahydrofuran gives (PhMe2Si)3CLi, which reacts with Mel to give (PhMe2Si)3CMe, and also with Me2SiHCl and MeSiHCl2, to give (PhMe2Si)3CSiMe2H and (PhMe2Si)3CSiMe(H)Cl, respectively, but not with Me3SiCl or a range of other organosilicon halides. The (PhMe2Si)3CSiMe2H gives the halides (PhMe2Si)3CSiMe2X (X =Cl, Br, and I) upon treatment with halogens, and the iodide is converted into various (PhMe2Si)3CSiMe2Y species (Y =F, OH, O2CMe, O2CCF3, OSO2CF3, OCN, NCO, NCS) by treatment with appropriate silver salts. The iodide reacts with NaN3in (MeOCH2CH2)2O and with KSCN in MeCN to give (PhMe2Si)3CSiMe2N3 and (PhMe2Si)3CSiMe2NCS3respectively, the reactions with KSCN in this solvent and in MeOH being fairly similar in rate to those of (Me3Si)3CSiMe2l. In contrast, the latter is markedly less reactive than (PhMe2Si)3CSiMe2l in reactions with silver salts and in methanolysis, and this is tentatively attributed to greater anchimeric assistance (in 1,3 Si to Si bridging) by a Ph than by an Me group.
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