Learning objectives
The course aims at providing to the students the knowledge of organic stereochemistry which allow them to understand the reactions of chirality transfer. <br />
The fundamental principles of green chemistry will be discussed in order to evaluate the eco-efficiency of a chemical process. Particular attention will be devoted to heterogeneous catalysis. <br />
Course unit content
Stereoisomers due to center, axis, plane of chirality and elicity. <br />
Chirooptical methods. Polarized light: polarimetry and circular dicroism (CD). Octant rule. Application of circular dicroism to conformational and configurational studies. <br />
Study of dynamic phenomena by NMR spectroscopy. Time scale in NMR, IR and UV spectroscopies. Coalescence temperature. Conformational analysis by NMR: thermodynamic and kinetic aspects <br />
Determination of enantiomeric composition by NMR methods :chiral derivatizating agents, chiral solvating agents, lanthanide shift chiral agents. <br />
Origin of chirality in nature. Chirality and biological effects. <br />
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Sustainable development and eco-compatibility of chemical processes. The twelve principles of the Green Chemistry. <br />
Evaluation of the eco-efficiency of a reaction: yield, selectivity, atom economy, E-factor, Q factor. Ideal synthesis. New reaction media: water, supercritical fluids, ionic liquids. Heterogeneous catlysis. Examples of different heterogeneous catalysts: zeolites, clays, supported catalysts. <br />
Catalyst recycling and leaching. Examples of environmental friendly industrial processes and comparison with traditional ones. Heterogeneous catalysts for enantioselective reactions. <br />
Bibliography
• E.L. Eliel, S.H. Wilen “Stereochemistry of Organic Compounds” J.Wiley & Sons <br />
• R.A. Sheldon et al. “Green Chemistry and Catalysis”, Wiley <br />
• D.E. De Vos et al “Chiral Catalyst Immobilization and Recycling”, Wiley <br />
• Nel corso delle lezioni verranno indicate gli estremi di letteratura di riferimento per i vari argomenti al fine di permettere approfondimenti ed incoraggiare a prendere visione della letteratura primaria. <br />
