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Chemistry: Molecular Orbital Theory and Conjugation

  1. Jan 3, 2013 #1
    I am working my way through Ian Fleming's 'Molecular Orbtials and Organic Chemical Reactions' and I am having trouble with one of the exercise questions. (Ch2 Q1)

    It reads: Given that two pi bonds conjugated together have a lower energy than two separate pi bonds and a C-H bond conjugated with a pi bond also lowers the energy, explain why two C-H bonds conjugated to each other are not stabilised.

    Is this a question of symmetry not allowing mixing?

    This is my attempt at some sort of MO diagram I can't really see why one of the situations (left or right) would be favoured over the other but those are the lines I'm thinking along.

    any help is appreciated, thank you
     
    Last edited: Jan 3, 2013
  2. jcsd
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