Diels-Alder Reaction: A Simple Explanation?

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Qube
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Homework Statement



This is my prof's explanation of Diels-Alder ... below is the mechanism and some resonance structures he drew to explain the concerted movement of electrons to the class ...

Handwritten notes: three ethene resonance structures joined by double arrows, with curved arrows and plus and minus charges; below, a dipolar ethene form beside a curved-arrow cyclohexene mechanism to cyclohexene.


Homework Equations



Nucleophiles attack electrophiles.

Electrons in HOMOs go into LUMOs.

The Attempt at a Solution


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So my professor's explanation is very interesting for a few reasons:

1) He completely sidesteps all the ramblings about molecular orbitals in the text.

2) His electrostatic explanation is very tempting based on Occam's razor alone but ethene is a gas at STP. If the dipolar resonance structure were a big contributor then wouldn't ethene instead be a liquid?

3) The book has a section on stereoselectivity and Diels-Alder reactions. How can pure electrostatics explain stereoselectivity?

So am I crazy or what for thinking that the guy's electrostatic explanation sounds like a story of unicorns in the park?
 
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Qube said:
unicorns in the park?
Are you certain he wasn't discussing "orbital symmetries" with his plus and minus signs?
 
Bystander said:
Are you certain he wasn't discussing "orbital symmetries" with his plus and minus signs?

Yes I'm sure he didn't mention orbitals at all.