Organic Chemistry Homework Help

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Pi Electrons

Q. In the image, why is cyclobutadiene dianion aromatic? Aren't the two carbon anions sp^3 hyberdized thus don't have a conjugated-p orbital making the molecule non-aromatic? I know for heteroatoms, if they are adjacent to a pi-bond they automatically hyberdize to sp2 in order to be aromatic, but I don't believe the same applies to carbon.

Solved • Jun 7, 2019