18. Aromaticity
Aromatic Heterocycles
3:11 minutes
Problem 16-47
Textbook Question
Textbook QuestionHexahelicene seems a poor candidate for optical activity
because all its carbon atoms are sp2 hybrids and
presumably flat. Nevertheless, hexahelicene has been
synthesized and separated into enantiomers. Its optical rotation
is enormous: [α]D = 3700°. Explain why hexahelicene is
optically active, and speculate as to why the rotation is so large.
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