Problem

Repeat Problem 16-10 for the cyclopentadienyl ions. Draw one all-bonding MO, then a pa...

Repeat Problem 16-10 for the cyclopentadienyl ions. Draw one all-bonding MO, then a pair of

degenerate MOs, and then a final pair of degenerate MOs. Draw the energy diagram, fill in the

electrons, and confirm the electronic configurations of the cyclopentadienyl cation and anion.

Problem 16-10 (a) Draw the molecular orbitals for the cyclopropenyl case.

(Since there are three p orbitals, there must be three MOs: one all-bonding MO and one degenerate pair of MOs.) (b) Draw an energy diagram for the cyclopropenyl MOs. (The polygon rule is helpful.) Label each MO as bonding, nonbonding, or antibonding, and add the nonbonding line. Notice that it goes through the approximate average of the MOs. (c) Add electrons to your energy diagram to show the configuration of the cyclopropenyl cation and the cyclopropenyl anion. Which is aromatic and which is antiaromatic?

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