Polyisothianaphthene (PITN). PMO theory can be used to construct two PITN isomers (aromatic and quinoidal) through...

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Polyisothianaphthene (PITN). PMO theory can be used to construct two PITN isomers (aromatic and quinoidal) through simple perturbations of a thiophene backbone with a butadiene fragment. (a) Using the relative energy levels for the fragments below, construct first order correlation diagrams for aromatic and quinoidal PITN monomers. Use scratch paper to develop your ideas, but YOUR FINAL ANSWER MUST BE NEATLY DRAWN BELOW. (Draw the energy levels and their occupancy only!) Do not violate the Aufbau principle ("building up") for filling energy levels. (15 points) Quinoidal quinoidal PITN + Butadiene LUMO HOMO + aromatic PITN - Aromatic CLEAR DRAWINGS MAKE GRADERS HAPPY (b) From these derived energy levels and your chemical intuition, what structure should make a greater contribution to the ground-state energetics of PITN? Justify your answer. (5 points) Polyisothianaphthene (PITN). PMO theory can be used to construct two PITN isomers (aromatic and quinoidal) through simple perturbations of a thiophene backbone with a butadiene fragment. (a) Using the relative energy levels for the fragments below, construct first order correlation diagrams for aromatic and quinoidal PITN monomers. Use scratch paper to develop your ideas, but YOUR FINAL ANSWER MUST BE NEATLY DRAWN BELOW. (Draw the energy levels and their occupancy only!) Do not violate the Aufbau principle ("building up") for filling energy levels. (15 points) Quinoidal quinoidal PITN + Butadiene LUMO HOMO + aromatic PITN - Aromatic CLEAR DRAWINGS MAKE GRADERS HAPPY (b) From these derived energy levels and your chemical intuition, what structure should make a greater contribution to the ground-state energetics of PITN? Justify your answer. (5 points)

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a The first order correlation diagrams for aromatic and quinoidal PITN monomers can be constructed u... View the full answer