Buchwald-Hartwig Amination, High-Throughput Experimentation, And Process Chemistry: An Introduction Via Undergraduate Laboratory Experimentation

Bailee Wathen, Emily Lanehart, Lena A. Woodis,Anthony J. Rojas

JOURNAL OF CHEMICAL EDUCATION(2021)

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摘要
This three-part laboratory experiment investigates key aspects of the Buchwald-Hartwig amination cross-coupling reaction through guided-inquiry learning strategies. The first part of this experiment utilizes high-throughput experimentation techniques to reinforce, explore, and extend fundamental concepts that are represented in the classroom, including the use of air-free Schlenk techniques and heteronuclear NMR analysis. The second component challenges students to evaluate their results to design, set up, and perform a preparative-scale Buchwald-Hartwig amination. Finally, students purify and isolate their products using column chromatography allowing them to fully characterize their target molecules through a variety of analytical techniques. This experiment represents one of the final experiments performed in the fourth-year undergraduate chemistry curriculum and serves as a capstone learning experience for students.
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关键词
Upper-Division Undergraduate, Laboratory Instruction, Organic Chemistry, Hands-On Learning/Manipulatives, Inquiry-Based/Discovery Learning, Problem Solving/Decision Making, Amines/Ammonium Compounds, Applications of Chemistry, Catalysis, Coordination Compounds, Drugs/Pharmaceuticals, Industrial Chemistry, Organometallics, Synthesis
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