Organometallic Reactions and Syntheses : Volume 6, E. I. Becker and M. Tsutsui,ed., Plenum Publishing Corporation., New York/ London, 1977, xii + 314 pages $47.40 |
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Authors: | William J Evans |
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Institution: | Department of Chemistry University of Chicago Chicago, Illinois 60637 U.S.A. |
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Abstract: | The (Me3Si)3C group causes very large steric hindrance to nucleophilic displacement at a silicon atom to which it is attached, and (Me3Si)3CSiMe2Cl is even less reactive than t-Bu3SiCl towards base. The compounds (Me3Si)3CSiMe2X (X = Cl, Br, or I) are cleaved by MeOH/MeONa to give (Me3Si)2CHSiMe2OMe, possibly via the silaolefin (Me3Si)2 CSiMe2, and the correspondLug (Me3Si)3 CSiPh2X compounds undergo the analogous reaction even more readily. The halides (Me3Si)3CSiR2X (X = Cl or Br) and (Me3Si)3CSiCl3 do not react with boiling alcoholic silver nitrate, but the iodides (Me3Si)3CSiR2I are rapidly attacked. |
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