Research Article

Buchwald–Hartwig Amination, High-Throughput Experimentation, and Process Chemistry: An Introduction via Undergraduate Laboratory Experimentation

Published: 2021-3-9

Journal: Journal of Chemical Education

DOI: 10.1021/acs.jchemed.0c01355

Abstract

Buchwald–Hartwig Amination, High-Throughput Experimentation, and Process Chemistry: An Introduction via Undergraduate Laboratory Experimentation 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.

Faculty Members

  • Bailee Wathen - Department of Chemistry, Henson School of Science and Technology, Salisbury University, 1101 Camden Avenue, Salisbury, Maryland 21801, United States
  • Anthony J. Rojas - Department of Chemistry, Henson School of Science and Technology, Salisbury University, 1101 Camden Avenue, Salisbury, Maryland 21801, United States
  • Emily Lanehart - Department of Chemistry, Henson School of Science and Technology, Salisbury University, 1101 Camden Avenue, Salisbury, Maryland 21801, United States
  • Lena A. Woodis - Department of Chemistry, Henson School of Science and Technology, Salisbury University, 1101 Camden Avenue, Salisbury, Maryland 21801, United States

Themes

  • Analytical techniques in chemistry
  • Buchwald-Hartwig amination reaction
  • Capstone learning experiences
  • Chemical synthesis
  • Undergraduate laboratory education
  • High-throughput experimentation
  • Guided-inquiry learning

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