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Organic Stereochemistry

Code: 152803
ECTS: 8.0
Lecturers in charge: dr. sc. Leo Frkanec - Lectures
prof. dr. sc. Mladen Žinić - Lectures
Take exam: Studomat
Load:

1. komponenta

Lecture typeTotal
Lectures 21
Seminar 4
* Load is given in academic hour (1 academic hour = 45 minutes)
Description:
Historical introduction. Configuration and chirality, molecular geometry, molecular symmetry. Molecular models. Symmetry in organic chemistry. Stereoisomerism and chirality. Constitution, configuration, conformation. Molecular symmetry. Classification of molecules by their symmetry, the Schönfliess point group notation, symmetry elements, symmetry operations, point groups. Cahn-Ingold-Prelog conventions, types of chirality: chiral centre, chiral axe, chiral plane, helices. Molecules containing more than one centre of symmetry. Absolute and relative configuration, the experimental determination of the relative and absolute configuration. Principles relating to the separation of enantiomers. Optical activity, experimental methods for determination of configuration, chiro-optical methods: circular dichroism (CD) and optical rotatory dispersion (ORD). Octant rule. Determination of configuration by NMR: anisotropic effects, coupling constants, chiral shift reagents, NOE effects. Conformation of carbon compounds. Intramolecular symmetry: homotopicity, heterotopicity, enantiotopic and diasterotopic groups and faces. Stereoisomerism in cyclic molecules, cycloenantiomery and cyclodiastereomery. Applied stereochemistry. Chirality of supramolecular systems. Training on molecular models such as Dreiding and CPK (Corey, Pauling and Koltun) and on graphical workstation on computer generated models.
Literature:
  1. OBVEZNA LITERATURA
    E. L. Eliel, S. H. Wilen: Stereochemistry of Organic Compounds, Wiley-Interscience, New York 1994.
    M. Nógrádi, Stereochemistry: Basic Concepts and Applications, Pergamon Press, Oxford 1981.
    K. Mislow, Introduction to Stereochemistry, Benjamin, New York 1965.
    IUPAC Rules for the Nomenclature of Organic Chemistry. Section E: Stereochemistry, (Recommendations 1996), Pure Appl. Chem. 68 (1996) 2193.
  2. DOPUNSKA literatura:
    J. S. Siegel, Supramolecular Stereochemistry, NATO-ASI Series, Vol. 473, Kluwer, Dordrecht 1994.
    A. S. Buda, T. Auf der Heyde, K. Mislow, Angew. Chem. Int. Ed. Engl. 31 (1992) 989.
    U. De Rossi, S. Dahne, S.C. J. Meskers, H. P. J. M. Dekhers, ibid. 35 (1996) 760.
    R. E. Gawley, J. Aube: Principles of Assymmetric Synthesis, Tetrahedron Organic Chem. Ser. 14 (1996).
1. semester
Izborni kolegiji za smjer analitička kemija - Mandatory smjer - Analytical chemistry
Izborni kolegiji za smjer biokemija - Mandatory smjer - Biochemistry
Izborni kolegiji za smjer anorganska i strukturna kemija - Mandatory smjer - Inorganic and structural chemistry
Temeljni kolegiji iz organske kemija - Mandatory smjer - Organic chemistry
Izborni kolegiji za smjer fizikalna kemija - Mandatory smjer - Physical chemistry

3. semester
Izborni predmeti doktorski studij kemije - Mandatory smjer - Analytical chemistry
Izborni predmeti doktorski studij kemije - Mandatory smjer - Biochemistry
Izborni predmeti doktorski studij kemije - Mandatory smjer - Inorganic and structural chemistry
Izborni predmeti doktorski studij kemije - Mandatory smjer - Organic chemistry
Izborni predmeti doktorski studij kemije - Mandatory smjer - Physical chemistry
Consultations schedule: