Introduction to biocomputing in the pharmaceutical industry. Topics include molecular modeling, rational drug design, high throughput screening and combinatorial chemistry, protein modeling and 3D bioinformatics. Course includes lectures and a computer laboratory component. Due to […]
Due to ongoing COVID-19 restrictions, the Winter 2022 edition of CHEM 2422 “Introductory Organic Chemistry: Reactivity” will be taught by alternate delivery methods until further notice.Course Syllabus
The Bent Bond / Antiperiplanar Hypothesis and the Chemical Reactivity of Annulenes. The properties and stereochemical reactivity of cyclobutadiene, benzene, cyclooctatetraene and the [10]- to [14]annulenes can be uniformly rationalized through the bent bond /antiperiplanar […]
Bent Bond/Antiperiplanar Hypothesis: Modulating the Reactivity and the Selectivity in the Glycosylation of Bicyclic Pyranoside Models Glycosylation reactions were performed on a series of bicyclic C2-substituted pyranoside models to isolate and analyze factors that control […]
Applying the bent bond / antiperiplanar hypothesis to the stereoselective glycosylation of bicyclic furanosides The glycosylation stereoselectivities for a series of bicyclic furanoside models have been carried out in the presence of weak nucleophiles. These […]
The Bent Bond/Antiperiplanar Hypothesis (aka BBAH) is a conceptually novel orbital model for rationalizing the conformation and stereochemical reactivity of organic molecules containing various types of unsaturation. The BBAH is based on the Slater-Pauling bent […]
Thermal Rearrangement of Optically Active Tetradeuterated-2-methoxymethyl-methylenecyclopropane and the Bent Bond/Antiperiplanar Hypothesis The thermolysis of an optically active tetradeuterated 2-methoxymethyl methylenecyclopropane produces a specific ratio of eight possible rearrangement stereoisomers. Despite numerous efforts, this reaction and […]
Bent Bonds and the Antiperiplanar Hypothesis. A Model to Account for Sigmatropic [1,n]-Hydrogen Shifts Sigmatropic hydrogen shifts are rationalized using the BBAH involving antiperiplanar displacement of radical intermediates. The stereochemistry of both thermal and photochemical […]
High Temperature Isomerization of Benzenoid Polycyclic Aromatic Hydrocarbons. An Analysis through the Bent Bond and Antiperiplanar Hypothesis Orbital Model. The properties and stereochemical reactivity of cyclobutadiene, benzene, cyclooctatetraene and the [10]- to [14]annulenes can be […]
Bent Bonds (τ) and the Antiperiplanar Hypothesis – the Chemistry of Cyclooctatetraene and other C8H8Isomers The fascinating chemistry of cyclooctatraene, including its propensity for ring inversion, bond shifting, and valence isomerization, is analyzed by the […]
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