pyrrole anion vs imidazole anion
I at first thought it was the right one because it has 2 lone pairs so I would assume it would have more affinity towards hydrogen protons. However, the resonance forms of the imidazole anions place a negative charge on both nitrogens, so the resonance hybrid would have a partial negative charge on both nitrogens. While for the pyrrole anion, the negative charge is localized on one nitrogen, making me think that it is less stable than the imidazole anion and more basic. Any thoughts?