Is (cycloprop-2-en-1-ylidene)propanedinitrile ((cycloprop-2-en-1-ylidene)malononitrile) aromatic or not? If yes? How?
At least formally, the target compound is the product of a Knoevenagel reaction of cyclopropenone with malononitrile.
For cyclopropenone, a zwitterionic mesomeric structure is conceivable. This species, a cyclopropenyl cation with a negative charge on the oxygen atom attached, is aromatic. Think that this is the little brother of tropone.
For the compound in question, charge separation is possible as well. The resulting species would again be an aromatic cyclopropenyl cation with a dicyanomethyl substituent over which the negative charge can be delocalized.