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Percy Julian, Robert Robinson, and the Identity of EseretholeAddison Ault The Nova production Percy JulianForgotten Genius, which included the very public disagreement over the identity of "eserethole," the key intermediate for the synthesis of the alkaloid physostigmine, left three important chemical questions unanswered. Ault, Addison. J. Chem. Educ.2008, 85, 1524.
Constitutional Isomers |
Enantiomers |
Natural Products |
Stereochemistry |
Synthesis
Frank Westheimer's Early Demonstration of Enzymatic SpecificityAddison Ault Reviews one of the most significant accomplishments of one of the most respected chemists of the 20th centurya series of stereospecific enzymatic oxidation and reduction experiments that led chemists to recognize enantiotopic and diastereotopic relationships of atoms, or groups of atoms, within molecules. Ault, Addison. J. Chem. Educ.2008, 85, 1246.
Asymmetric Synthesis |
Bioorganic Chemistry |
Catalysis |
Chirality / Optical Activity |
Enantiomers |
Enzymes |
Isotopes |
Nucleophilic Substitution |
Oxidation / Reduction |
Stereochemistry
The Resolution of Ibuprofen, 2-(4′-Isobutylphenyl)propionic AcidJames V. McCullagh In this experiment the over-the-counter pain reliever ibuprofen is resolved using (S)-(-)-a-phenethylamine as the resolving agent. This procedure has several key advantages over previous resolution experiments. McCullagh, James V. J. Chem. Educ.2008, 85, 941.
Mechanisms That Interchange Axial and Equatorial Atoms in Fluxional ProcessesMarion E. Cass, Henry S. Rzepa, King Kuok Hii The Berry pseudorotation is a classical mechanism for interchanging axial and equatorial ligands in molecules with trigonal bipyramidal geometry. Teaching this mechanism presents particular pedagogic problems due to both its dynamic and three dimensional character. The approach taken here illustrates these processes using interactive animations embedded in a Web page and overcomes many limitations of a printed page.
