Event Title

Ortho-Alkoxylation of Diaryl Ketoxime Ethers

Faculty Mentor

Sebastian van Delden

Location

Hamilton Hall 116

Session

Session 2

Start Date

12-4-2014 9:30 AM

End Date

12-4-2014 10:30 AM

Description

This project describes the optimization of conditions for the palladium-catalyzed ortho-methoxylation reaction of diaryl ketoxime ethers. Reactions have been run under different conditions (temperature, concentration, time, type of oxidant, amount of oxidant, amount of catalyst, and solvent) to optimize yield(s). The reaction gives the (Z)-mono-, (E)-mono-, and di-methoxylated products, and the amounts of these products can be modified depending on conditions. A palladacycle of the oxime ether of benzophenone has been synthesized to help investigate the reaction mechanism. Yields with different substituents on the ring and with different alcohols will be discussed.

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Apr 12th, 9:30 AM Apr 12th, 10:30 AM

Ortho-Alkoxylation of Diaryl Ketoxime Ethers

Hamilton Hall 116

This project describes the optimization of conditions for the palladium-catalyzed ortho-methoxylation reaction of diaryl ketoxime ethers. Reactions have been run under different conditions (temperature, concentration, time, type of oxidant, amount of oxidant, amount of catalyst, and solvent) to optimize yield(s). The reaction gives the (Z)-mono-, (E)-mono-, and di-methoxylated products, and the amounts of these products can be modified depending on conditions. A palladacycle of the oxime ether of benzophenone has been synthesized to help investigate the reaction mechanism. Yields with different substituents on the ring and with different alcohols will be discussed.