Course code:
232H2		 Course name:
Stereochemistry

Academic year:

2023/2024.

Attendance requirements:

201A2 + 202A2

ECTS:

4

Study level:

basic academic studies

Study program:

Chemistry: 3. year, winter semester, compulsory course

Teacher:

Marija M. Baranac-Stojanoviæ, Ph.D.
full professor, Faculty of Chemistry, Studentski trg 12-16, Beograd

Assistants:

—

Hours of instruction:

Weekly: two hours of lectures + one hour of exercises (2+1+0)

Goals:

The properties of molecules, their reactivity and behavior in biological systems depend on their three dimensional (3D) structure. Within the course Stereochemistry, we will study 3D structure and its impact on the energy, properties and reactivity of molecules.

Outcome:

Students develop a deeper understanding of the 3D structure of molecules, i.e. of the impact the third dimension has on the properties of molecules and their reactivity.

Teaching methods:

Lectures, practical classes.

Extracurricular activities:

—

Coursebooks:

Main coursebooks:

  • M. Baranac-Stojanović: Stereohemija organskih jedinjenja, Hemijski fakultet, Beograd, 2017. 
  • M. Baranac-Stojanović: Zbirka zadataka iz stereohemije sa rešenjima, Hemijski fakultet, Beograd, 2013.

Supplementary coursebooks:

  • R. Marković: Rečnik stereohemijskih principa, pravila i pojmova, recenziran tekst, Hemijski fakultet, Beograd, 2004.
  • M. Lj. Mihailović: Osnovi teorijske hemije i stereohemije, Građevinska knjiga, Beograd, 1990.
  • H. B. Kagan: Organska stereohemija, Hemijski fakultet, Beograd, 1995.
  • E. L. Eliel, S. H. Wilen: Stereochemistry of Organic Compounds, John Wiley & Sons, Inc. New York, 1994.

Additional material:

—

  Course activities and grading method

Lectures:

0 points (2 hours a week)

Syllabus:

Structure (constitution, configuration, conformation). Symmetry elements and chirality (central, axial, planar). Stereogenic elements and elements of chirality. Atropisomerism. Prochirality and prostereoisomerism. Prostereogenic elements and elements of prochirality. Racemates. Conformations of acyclic and cyclic compounds. The anomeric effect. The Bredt's rule. Kinetically and thermodynamically controlled reactions. The Winstein-Holness equation and the Curtin-Hammett principle. Stereoselective and stereospecific reactions. Steric and stereoelectronic effects. Anchimeric assistance. The rate of cyclization. Baldwin's rules. Pericyclic reactions.

Exercises:

0 points (1 hour a week)

Colloquia:

30 points

Written exam:

70 points