Faculty Mentor(s)

Dr. Jeffrey Johnson, Chemistry

Document Type

Poster

Event Date

4-12-2024

Abstract

Transition metal-catalyzed cross-coupling reactions involving organic boronic acids are ubiquitous throughout organic synthesis. Despite the popularity of these methods, some boronic acids, such as those with 2-heteroaryl, 2-fluoroaryl, and cyclopropyl substituents, are incompatible, as these species decompose via protodeboronation prior to their incorporation into the desired reaction. To circumvent the protodeboronation process, the organometallic intermediates typically generated via catalyst transmetallation with a boronic acid can instead be generated via β-carbon elimination Efforts will focus on solving the so-called "2-pyridyl problem" and broadening the scope of known coupling partners in a Suzuki-like reaction, then systematically expand to include other palladium- and rhodium-catalyzed reactions with an array of coupling partners generated via β-carbon elimination.

Comments

This work was supported by the Schaap Science Undergraduate Research Fund and by the National Science Foundation under Grant No. 1764118.

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