Heck Coupling Reaction: Mechanism, Regioselectivity, and Stereochemistry скачать в хорошем качестве

Heck Coupling Reaction: Mechanism, Regioselectivity, and Stereochemistry

This college-level organic chemistry video covers the Heck coupling reaction, an essential palladium-catalyzed cross-coupling reaction. Learn to identify the necessary reagents, understand the detailed catalytic cycle (oxidative addition, syn addition, CC bond rotation, syn elimination, and reductive elimination), and predict the regiochemical and stereochemical outcomes of Heck couplings. The video also includes a comparative analysis with other palladium-catalyzed reactions like the Suzuki, Stille, and Negishi couplings. Timestamps 00:00 Introduction and Learning Objectives 00:35 Components of the Heck Coupling Reaction 03:42 Example Product and Byproduct 05:10 Mechanistic Steps: Oxidative Addition 07:21 Mechanistic Steps: Syn Addition 10:04 Mechanistic Steps: CC Bond Rotation 12:04 Mechanistic Steps: Syn Elimination & Reductive Elimination 14:07 The Heck Catalytic Cycle (Summary) 16:36 Regiochemical Outcome with Cyclic Alkenes 21:14 Stereochemical Outcome: Mono-Substituted Alkenes (E-Isomer Preference) 22:04 Stereochemical Outcome: Stereogenic Vinyl Halides (Stereo-Retention) 23:16 Predicting Combined Stereochemical Outcomes 24:47 Comparative Analysis: Advantages over Suzuki, Stille, and Negishi Couplings