Asymmetric Epoxidation: A Twinned Laboratory and Molecular Modeling Experiment for Upper-Level Organic Chemistry Students

作者：Kuok King Hii; Rzepa Henry S^*; Smith Edward H

来源：Journal of Chemical Education, 2015, 92(8): 1385-1389.

DOI：10.1021/ed500398e

• Upper-Division Undergraduate
• NMR Spectroscopy
• Molecular Modeling
• Epoxides
• Crystals
• Conformational Analysis
• Chirality
• Asymmetric Synthesis
• Problem Solving
• Organic Chemistry

The coupling of a student experiment involving the preparation and use of a catalyst for the asymmetric epoxidation of an alkene with computational simulations of various properties of the resulting epoxide is set out in the form of a software toolbox from which students select appropriate components. At the core of these are the computational spectroscopic tools, whereby a measured spectrum can be interpreted in some detail using theoretical simulations. These include a range of modern chiroptical methods to accompany the increased use of such techniques in modern teaching laboratories. Computational experiments are captured in a Wild-based electronic laboratory notebook, which features data-stamping, authenticated entries, and inclusion of semantically intact data via interactive models rendered within the Wild using JSmol and its referencing via a digital object identifier (DOI) to a digital data repository.

• 出版日期2015-8