1. Molecular geometry, bonding parameters - bond length, angle, dihedral angle, deformation of bonding angle, hydrogen bonds, rotation around the bond. Molecular symmetry and chirality - classification, distinguishing. 2. Stereoisomerisms and center of chirality - molecules with one chiral center, configuration nomenclature, molecules with more chiral centers. 3. Axial and planar chirality - principles, stereochemistry of allenes, spiranes, biphenyles, cyclophanes, helicity, nomenclature. 4. Topicity and prostereoisomerism - homotopicity, enanciotopicity, diastereotopicity, nomenclature, NMR spectra, chemical and biochemical transformations. 5: Racemization and methods of resolution , mechanism of racemization, asymmetric transformation and mutarotation, methods of separation, optical purity. 6. Distinguishing of configuration - absolute configuration, correlation methods, configuration and character of geometric isomers. 7. Conformation of acyclic compounds - molecular mechanical pinciples and conformation, Klyne-Prelog terminology of torsion angles, methods of conformation analyses, conformation around sp3-sp3, sp3-sp2 bonds and carbon-heteroatom bonds. Character of conformers . 8. Conformation of cyclic molecules - cyclohexane, mono, di- and polysubstituted cyclohexanes, cyclohexane ring with sp2 carbons. 9. Conformation of cyclic compounds - rings different from cyclohexane, heterocycles. 10. Conformation of condensed and bridged cyclic systems - preparation, stability, reactivity, character. 11. Molecular dissymmetry and chiroptopic character - polarized light and its parameters, ORD and CD - characterization and application. 12. Dynamic stereochemistry - conformation and reactivity of rigid and mobile diastereoisomers, quantitative correlation between conformation and reactivity. 13. Conformation and reactivity of cyclic compounds, atropoisomers. 14. Stereo selective reactions - principles, classification, terminology, stereo selective reactions of acyclic and cyclic compounds, enantio selective reactions.
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