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AROMATIC AND HETEROCYCLIC CHEMISTRY
Dr. P.L. Burn & Dr. R.M. Adlington
Michaelmas and Hilary Term - Second Year
The following topics will be covered.
1. The Origin of Aromaticity - the Hückel approach.
2. General Characteristics of Aromatic Compounds -
examples of aromatic and anti-aromatic molecules.
3. Reactions - Electrophilic Substitution: including
substituent effects.
- Nucleophilic Substitutions: including substituent effects.
4. Benzynes: Formation and Reactions, including substituent
effects.
5. Reactions with metals: Ortho Lithiation, Palladium
Catalysed Couplings, Chromium Complexes, and Birch Reduction.
6. Introduction of Functional Groups.
7. Pyridine: Synthesis and Reactions.
8. Pyrrole, Thiophene, and Furan: Synthesis and Reactions.
9. Indole: Synthesis and Reactions.
Suggested Reading
- Advanced Organic Chemistry: Reactions, Mechanisms, and
Structures; J. March.
- Advanced Organic Chemistry Parts A and B; F. Carey and
R. Sundberg.
- Aromatic Substitution Reactions; L. Stock.
- Frontier Orbitals and Organic Chemical Reactions; I. Fleming.
- Aromatic Chemistry; M. Sainsbury.
- Reactive Intermediates; C. Moody and G. Whitham
- Heterocyclic Chemistry; J. Joule, K. Mills and G. Smith
- Aromatic Heterocyclic Chemistry; D. Davies
- NB Other general organic texts also cover the basic chemistry
of aromatic compounds.
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