Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry
Which of the following represents the most stable canonical structure of the given molecule?
Correct answer
0
Step-by-step solution
To determine the most stable canonical structure, we need to look for the structure that maximizes aromaticity in the rings. In the given molecule, the exocyclic double bond connects a six-membered pyran-like ring and a five-membered cyclopentadiene-like ring. We can draw resonance structures by heterolytically cleaving this double bond. If the electrons of the exocyclic double bond are shifted towards the five-membered ring, the connecting carbon of the five-membered ring gains a negative charge. This forms a cycl