Lecture 26 - Aromatic Substitution in Synthesis: Friedel-Crafts and Moses Gomberg. The Friedel-Crafts reaction creates new alkyl- or acyl-aromatic bonds, with or without cation rearrangement.
Designing reaction sequences, especially those involving diazonium intermediates, so as to access a wide variety of substituted benzenes provides a good introduction to the challenges of synthetic
organic chemistry. Aromatic rings with strong electron withdrawal can undergo nucleophilic aromatic substitution, which plays an important role in biochemistry. The special properties of phenyl-substituted alkanes,
especially benzylic reactivity and steric hindrance, played an important role in the development of organic chemistry a century ago.
(from oyc.yale.edu)
Lecture 26 - Aromatic Substitution in Synthesis: Friedel-Crafts and Moses Gomberg
Time
Lecture Chapters
[00:00:00]
1. Discovery of Friedel-Crafts Alkylation and Acylation
[00:13:26]
2. Avoiding Friedel-Crafts Rearrangements
[00:19:48]
3. Synthetic Accessibility via Aromatic Substitution; Diazonium Salts
[00:35:15]
4. Nucleophilic Aromatic Substitution and NADH Reduction
[00:40:44]
5. Benzylic Reactivity, Steric Hindrance, and Moses Gomberg