# Tag Info

### Ortho-effect in substituted aromatic acids and bases

I would like to back up Klaus' answer with some Quantum Theory of Atoms in Molecules (QTAIM) results, based on a DF-BP86/def2-SVP calculation. Note that these are results, obtained without the ...
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### Hydrogenolysis of benzylic C-N bond

Hydrogenolysis typically involves a metal surface ($\ce{Pd, Pt}$, etc.) and hydrogen gas. In the reaction a weak bond, that is, a bond that is either strained or a bond that can generate a stabilized ...
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### Can a cyclic amine form an amide?

The heterocycle in this question is indole and is aromatic. This means that the N lone pair is delocalised and not readily available for nucleophilic attack. Think of it as similar in reactivity to a ...
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### Mechanism for formation of amide by reaction of amine with ester

Surely the negatively charged oxygen would protonate before the other oxygen would. Most of the time, but not all of the time. The amine group is more basic than the "alcohol group" that must ...
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