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Suzuki Coupling. Suzuki-Miyaura Reaction: Mechanism, Experimental Procedure, and Set Up.

Автор: Organic Chemistry with Lluís Llorens Palomo

Загружено: 2025-03-29

Просмотров: 7493

Описание:

In this video, I set up a Suzuki coupling. The Suzuki reaction is a palladium-catalyzed cross-coupling between organoboronic acids or esters and organic halides or triflates under basic conditions to form a new C–C sigma bond.

This transformation follows a well-defined catalytic cycle based on three steps. First, oxidative addition of the palladium(0) complex to the organic halide occurs. Next, transmetalation between the intermediate complex and the organoborane occurs with the assistance of a base. The transmetalation step is essentially an exchange between the organic group of the organoboron species and the metal complex. Finally, reductive elimination completes the catalytic cycle. In this step, a new C–C bond between two organic groups is formed, simultaneous regenerating the catalyst. For additional mechanistic aspects, experimental procedures, and a list of some of the most popular cross-coupling reactions, refer to The Chemists’ Cookbook.

Note 1: After adding the catalyst to the reaction mixture, rinse the flask with additional solvent or shake it vigorously to ensure complete transfer of the catalyst!

Note 2: When heating reactions, never use a sealed vessel that is more than 2/3 full, as this can lead to extreme pressure buildup and potential explosion. Heating a sealed vessel must always be done with a blast shield in place to protect against unexpected pressure release. Avoid sealing a vessel completely unless it’s specifically designed for pressure applications. Always follow proper lab safety protocols and use appropriate protective equipment. Safety first!


The Chemists' Cookbook: https://nrochemistry.com/the-chemists...



This video was recorded at Selvita Laboratories. We thank Selvita for providing the facilities and support for this project.

Disclaimer: All chemical reactions demonstrated in this video are performed by trained professionals in a controlled laboratory environment. Do not attempt to replicate these experiments without appropriate training and supervision. Always use personal protective equipment (PPE) including lab coats, safety goggles, and gloves when handling chemicals. Be aware of the specific hazards associated with each chemical used, such as toxicity, flammability, and reactivity. For detailed information on each chemical refer to Material Safety Data Sheets (MSDS) or Safety Data Sheets (SDS). The creators of this video are not responsible for any harm or injury resulting from the misuse of the information provided. This video is for educational purposes only.

Suzuki Coupling. Suzuki-Miyaura Reaction: Mechanism, Experimental Procedure, and Set Up.

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