pi donation

The Mesomeric Effect And Aromatic Amines

April 28, 2017

We’ve seen that several key factors influence the basicity of amines – charge, resonance, inductive effects, pi donor / pi acceptor behavior, hybridization and even the contribution of the nitrogen lone pa…

Read the full article →
In Summary: Resonance

In Summary: Resonance

December 22, 2011

After all these posts about resonance, I thought it would be good to have a post summarizing what’s been discussed so far. One of the key skills in analyzing the reactivity of a molecule is to be able to figure …

Read the full article →
Exploring Resonance:  Pi-Donation

Exploring Resonance: Pi-Donation

December 15, 2011

You’d think after five or six posts on resonance, that would be enough. But NO, friends, it just keeps going. I promise that today’s post is actually useful, although to be honest it’s probably most …

Read the full article →
Are these molecules conjugated?

Are these molecules conjugated?

March 8, 2011

If Org 2 has an overall theme, it’s “resonance”. Today’s post has a very simple message. Atoms with lone pairs, π bonds, radicals, and carbocations can participate in resonance: atoms that la…

Read the full article →
Carbonyl Chemistry: 10 Key Concepts (Part 1)

Carbonyl Chemistry: 10 Key Concepts (Part 1)

April 4, 2010

The weaker the base, the better the leaving group. Electron withdrawing groups make the carbonyl more electrophilic. Electron donors make the carbonyl *less* electrophilic. Carboxylic acid derivatives always protonate…

Read the full article →