Although we learned in Section 5.4 that uncharged nitrogen atoms generally cannot be chiral centers (due to nitrogen inversion), an exception is Tröger's base. Tröger's base has two enantiomers that can be separated from each other. They are different in their configurations at the N atoms. One enantiomer is shown on the right, viewed from two different perspectives. (a) Draw the second enantiomer of Tröger's base. (b) Explain why the two enantiomers do not interconvert. Tröger's base

Biochemistry
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Chapter1: Biochemistry: An Evolving Science
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Although we learned in Section 5.4 that uncharged nitrogen
atoms generally cannot be chiral centers (due to nitrogen
inversion), an exception is Tröger's base. Tröger's base has two
enantiomers that can be separated from each other. They are
different in their configurations at the N atoms. One enantiomer
is shown on the right, viewed from two different perspectives.
(a) Draw the second enantiomer of Tröger's base. (b) Explain
why the two enantiomers do not interconvert.
Tröger's base
Transcribed Image Text:Although we learned in Section 5.4 that uncharged nitrogen atoms generally cannot be chiral centers (due to nitrogen inversion), an exception is Tröger's base. Tröger's base has two enantiomers that can be separated from each other. They are different in their configurations at the N atoms. One enantiomer is shown on the right, viewed from two different perspectives. (a) Draw the second enantiomer of Tröger's base. (b) Explain why the two enantiomers do not interconvert. Tröger's base
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