When considering the photochemical cis-trans isomerization of trans-stilbene, an electrocyclization is observed. The product of this electrocyclization is usually oxidized to a condensed aromatic product (by oxygen or addition of other oxidizing reagents such as iodine). Discuss the mechanism of electrocyclic ring formation and ring opening non- verbally by showing orbital images, indicate the orientation of the cyclization / opening, and shoe how this reaction is crucial in the synthesis of helicenes.

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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When considering the photochemical cis-trans isomerization of trans-stilbene, an
electrocyclization is observed. The product of this electrocyclization is usually oxidized
to a condensed aromatic product (by oxygen or addition of other oxidizing reagents such
as iodine). Discuss the mechanism of electrocyclic ring formation and ring opening non-
verbally by showing orbital images, indicate the orientation of the cyclization / opening,
and shoe how this reaction is crucial in the synthesis of helicenes.
Transcribed Image Text:When considering the photochemical cis-trans isomerization of trans-stilbene, an electrocyclization is observed. The product of this electrocyclization is usually oxidized to a condensed aromatic product (by oxygen or addition of other oxidizing reagents such as iodine). Discuss the mechanism of electrocyclic ring formation and ring opening non- verbally by showing orbital images, indicate the orientation of the cyclization / opening, and shoe how this reaction is crucial in the synthesis of helicenes.
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