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>> No.10309230 [View]
File: 195 KB, 1042x974, Pyrrole.jpg [View same] [iqdb] [saucenao] [google]
10309230

I'd like to know why the intermediate of pyrrole acting as a nucleophile at the 2-position is lower in energy than the intermediate of reaction at the 3-position.
The only explanation I've seen is that the 2-position intermediate isn't cross-conjugated, but I thought cross-conjugation was a different phenomenon to what is seen in the less stable intermediate.
E is a non-specific electrophile in the picture.

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