Why is N- a better nucleophile than S-? I can't rationalize why S- is a worse nucleophile than N-. I thought nucelophilicity was related to electronegativity, the more electronegative an atom is, the less of a nucleophile it is. Sulfur is less electronegative than Nitrogen. What concept am I not considering or misunderstanding?
I think it would be nice to consider the charge density. The S- is more stable than N- because it has more electron shells, so the negative charge density is better distributed in the atom. It makes that the N- is more likely to give up electrons and act as a nucleophile