Explain why the trimethylsilyl substituents in the allene 2.111 enable the phenyl and the methyl groups to exchange places rapidly, as shown by the coalescence at –90 °C of the signals from the trimethylsilyl groups in the 'H-NMR spectrum. Ar Ar 36 kJ mol-1 B. B. Me;Si Me;Si Me Ph MezSi Ph Me Me;Si B В Ar Ar 2.111a 2.111b

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
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.24P: Pyridine exhibits a UV transition of the type n at 270 nm. In this transition, one of the unshared...
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Explain why the trimethylsilyl substituents in the allene 2.111 enable
the phenyl and the methyl groups to exchange places rapidly, as shown by
the coalescence at –90 °C of the signals from the trimethylsilyl groups in the
'H-NMR spectrum.
Ar
Ar
36 kJ mol-
B.
Me,Si
Me,Si
Me
Ph
Me;Si
Me,Si
Ph
Me
В
B'
Ar
Ar
2.111a
2.111b
Transcribed Image Text:Explain why the trimethylsilyl substituents in the allene 2.111 enable the phenyl and the methyl groups to exchange places rapidly, as shown by the coalescence at –90 °C of the signals from the trimethylsilyl groups in the 'H-NMR spectrum. Ar Ar 36 kJ mol- B. Me,Si Me,Si Me Ph Me;Si Me,Si Ph Me В B' Ar Ar 2.111a 2.111b
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