Due to their potential application in organic electronic
Chapter 18, Problem 18.67(choose chapter or problem)
Due to their potential application in organic electronic devices, such as television screens, a large number of compounds containing quinoidal pi systems (such as compound A) have been prepared. Reduction of A gives B, as shown (Tetrahedron Lett. 2012, 53, 5385 5388): NC CN NC CN A 2e@ NC CN NC CN B @ @ (a) Determine whether the 14-membered ring in B is aromatic. (b) Draw resonance structures showing how the negative charges in B are delocalized. (c) Draw at least three resonance structures that demonstrate the delocalized nature of the unpaired electrons in B.
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