Alkynes and Conjugation in Allylic Systems and Dienes - Lecture 17

Explore the intricacies of alkynes and conjugation in allylic intermediates and dienes in this 50-minute lecture from Yale University's Freshman Organic Chemistry II course. Delve into the unique acidity of acetylenes and their isomerization using strong bases. Examine the importance of delocalized orbitals and resonance in understanding conjugated systems' stability. Investigate equilibrium constants, rates, and regiochemistry in allylic systems, demonstrating the significant energy contribution of allylic conjugation. Analyze regioselection in 1,3-pentadiene reactions and explore allylic substitution using NBS. Compare the stabilization effects of allylic conjugation and diene conjugation. The lecture covers addition to acetylenes, acidity and isomerization of acetylenes, conjugation in allylic intermediates and transition states, allylic radicals and bromination, and the stabilization of conjugated dienes.

- Chapter 1. Addition to Acetylenes: Regio- and Stereochemistry
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- Chapter 2. Acidity and Isomerization of Acetylenes
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- Chapter 3. When Does Conjugation Matter? Allylic Intermediates and Transition States
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- Chapter 4. Allylic Radicals and Allylic Bromination
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- Chapter 5. Modest Stabilization of Conjugated Dienes
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