Prof. Joanna McGouran
Electrophilic Aromatic Substitution
An overview of Aromatic Chemistry I (JF), focussing on EAS and the development of synthetic routes.
Contrast between aliphatic and aromatic alcohols, acidity, ease of EAS on phenols and phenoxide anions, rearrangement mechanisms.
Use and control of the EAS of anilines, diazotisation and SN1 (NAS) reactions, azo dyes.
Nucleophilic Aromatic Substitution
Introduction to NAS, evidence for the different mechanisms of NAS and its use in synthesis.
Introduction to metallation reactions, directed metallation as a method of controlled synthesis, metal catalysed coupling reactions. Other important aromatic systems: Heterocyclic aromatics and their biological importance, bi- and polycyclic aromatic systems, quinones.
Tying it all together
Planning a synthesis and the order of events, some real world examples.