In Section 24.5, we learned how to use resonance OCH3 hybrids to understand the regiochemistry of Diels-Alder reactions. Frontier MO theory, on the other hand, explains the regiochemistry by taking into account the extent of orbital overlap between the frontier MOs. Consider the diene and dienophile shown here having the two different approaches indicated. In both cases, the p orbital contributions are shown for the pertinent frontier MOs. The relative contributions by the p AOs to the frontier MOs are indicated by the p AO sizes. Use this information to explain which approach is favored. CH30 LOCH3

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
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Chapter15: Benzene And Aromaticity
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In Section 24.5, we learned how to use resonance
OCH3
hybrids to understand the regiochemistry of Diels-Alder
reactions. Frontier MO theory, on the other hand,
explains the regiochemistry by taking into account the
extent of orbital overlap between the frontier MOs.
Consider the diene and dienophile shown here having
the two different approaches indicated. In both cases,
the p orbital contributions are shown for the pertinent
frontier MOs. The relative contributions by the p AOs to
the frontier MOs are indicated by the p AO sizes. Use
this information to explain which approach is favored.
CH30
LOCH3
Transcribed Image Text:In Section 24.5, we learned how to use resonance OCH3 hybrids to understand the regiochemistry of Diels-Alder reactions. Frontier MO theory, on the other hand, explains the regiochemistry by taking into account the extent of orbital overlap between the frontier MOs. Consider the diene and dienophile shown here having the two different approaches indicated. In both cases, the p orbital contributions are shown for the pertinent frontier MOs. The relative contributions by the p AOs to the frontier MOs are indicated by the p AO sizes. Use this information to explain which approach is favored. CH30 LOCH3
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