PřF:C5500 Stereochemistry of Org. Comp. - Informace o předmětu

C5500 Stereochemistry of Organic Compounds

Rozsah

2/0/0. 2 kr. (příf plus uk plus > 4). Doporučované ukončení: zk. Jiná možná ukončení: k.

Vyučující

prof. RNDr. Jaroslav Jonas, CSc. (přednášející)

Garance

prof. RNDr. Jaroslav Jonas, CSc.
Chemická sekce – Přírodovědecká fakulta

Předpoklady

Organic Chemistry I and II Physical Chemistry I and II

Omezení zápisu do předmětu

Předmět je nabízen i studentům mimo mateřské obory.

Mateřské obory/plány

předmět má 23 mateřských oborů, zobrazit

Cíle předmětu

Basic principles of organic stereochemistry will be highlighted and discussed. Preference will be given to a symmetry-based approach to structures, ligands, faces and reactions classification. Chirality will be discussed as a condition sine qua non for enantiomerism and enantiodifferentiation. The time-dimension will be thoroughly discussed in connection with intramolecular dynamism and time-scale of instrumental methods. Problems of the origin of homochirality in living systems will be pointed out and topological stereochemistry will be mentioned.

Osnova

• 1.Pasteur and vant Hoff - two different ways to stereoochemistry. Symmetry-based and constitution-based approaches. Topological stereochemistry. 2. Inner coordinates of molecular structure, their changes through intramolecular dynamics and the corresponding energy landscape. Configuration and conformation. 3. Symmetry, asymmetry, dissymetry, and chirality. Molecular and local symmetry and point group classification thereof. 4. Local symmetry and stereogenicity. Prochirality and prostereogenicity. Symmetry of a dynamic molecular structure in relation to experimental time scale. 5. Isomerism and topicity with static molecular structures. Classification and methods of analysis. 6. Isomerism and topicity with dynamic molecular structures. Time scale of spectroscopic methods - especially NMR. 7. Absolute and relative configuration - methods for determination. 8. Racemic modifications, their separation into enantiomers. 9. Stereisomerism of acyclic and cyclic systems due to rotation around single bonds. 10. Stereoelectronic effects, especially the anomeric effect. 11. Stereoisomerism due to multiple bonds. 12.Stereodifferentiating reactions - classification and general considerations. 13. Stereodifferentiating reactions exemplified. 14. Stereochemistry of penta- and hexacoordinated compounds as compared to tetra-coordination. Stereochemical methodology - an overview.

Literatura

• Eliel E. L., Wilen S.H., Doyle M.P.: Basic Organic Stereochemistry, Wiley 2001, 704 pp., ISBN 0-471-37499-7
• WILEN, Samuel H. a Lewis N. MANDER. Stereochemistry of organic compounds. Edited by Ernest Ludwig Eliel. New York: John Wiley & Sons, 1993, xv, 1267. ISBN 0471016705. info
• ELIEL, Ernest Ludwig. Stereochemie uhlíkatých sloučenin. Translated by Miloš Tichý. 1. vyd. Praha: Academia, 1970, 541 s. info

Metody hodnocení

A lecture interspersed with seminar - oral examination.

Vyučovací jazyk

Angličtina

Informace učitele

The following books and review papers are recommended for study: M.Nógrádi: Stereochemistry-Basic Concepts and Applications, Akadémiai Kiadó, Budapest 1981, also in a Russian translation published by Mir, Moscow 1984. Kniežo L., Klinot J.: Stereochémia organických zlúčenin, Universita Karlova 1984. J.Jonas: Coll. Czech. Chem. Commun. 1988, 81, 2675-2713 (or Chem. Listy, 1987, 81, 146- ). J.Jonas: Chem. Papers 1997, 51, 167-182 (or Chem. Listy, 1996, 90, 410-). J.Jonas: Chem. Listy 1999, 93, 223-228 and ibid. 2001, 95, 342-343.

Další komentáře

Předmět je vyučován každoročně.
Výuka probíhá každý týden.

Nachází se v prerekvizitách jiných předmětů

• C4450 Organic Chemistry III - synthesis
  (C3022||C3050)&&C5500&&C7410  

• Statistika zápisu (podzim 2002, nejnovější)
  
• Permalink: https://is.muni.cz/predmet/sci/podzim2002/C5500