Other groups besides H+ can act as leaving groups in electrophilic aromatic substitution. One of the best is the trimethylsilyl group, Me3Si-. For example, treatment of Me3SiC6H5 with CF3COOD rapidly forms C6H5D. What properties of a silicon-carbon bond allow you to predict this kind of reactivity?
Other groups besides H+ can act as leaving groups in electrophilic aromatic substitution. One of the best is the trimethylsilyl group, Me3Si-. For example, treatment of Me3SiC6H5 with CF3COOD rapidly forms C6H5D. What properties of a silicon-carbon bond allow you to predict this kind of reactivity?
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter22: Reactions Of Benzene And Its Derivatives
Section: Chapter Questions
Problem 22.14P
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Other groups besides H+ can act as leaving groups in electrophilic
Me3SiC6H5 with CF3COOD rapidly forms C6H5D. What properties of a silicon-carbon bond allow you to predict this kind of reactivity?
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