Physical organic chemistry

Duration

15h Th

Number of credits

Lecturer

Jean-Christophe Monbaliu

Language(s) of instruction

French language

Organisation and examination

Teaching in the second semester

Units courses prerequisite and corequisite

Prerequisite or corequisite units are presented within each program

Learning unit contents

This course will benefit to students and researchers in chemistry who are interested in getting a more in-depth rationalization of reactivity in organic chemistry. CHIM0707 complements basic notions and fundamental concepts of reactivity and furnishes the appropriate tools for a deeper understanding.
This course is organized into four chapters:
Chapter I. Description of reactions
-            Thermodynamic and kinetic data
-            Fundamental mechanistic concepts
-            Structure-(re)activity relationships
Chapter II. Stereoelectronic effects
-            Fundamentals of stereoelectronic effects
-            Stereoelectronic effects and conformation
-            Stereoelectronic effects and reactivity
Chapter III. Medium effects
-            Solvents, solvation and solvent effects on reactivity
-            Ionic assistance
-            Non-conventional activation methods
Chapter IV. Stereochemistry
-            Fundamentals and terminology
-            Non-linear effects
 
Keywords: Hammett relationship; structure-(re)activity relationships; thermodynamic and kinetic control; Hammond postulate; Curtin-Hammett principle; isotopic effects; transition state theory; HSAB; nucleophilicity and electrophilicity indices; hyperconjugation; anomeric effect; anchimeric effect; substitutions on saturated carbons (SN1 and SN2); substitutions on unsaturated carbons; Baldwin rules; Hughes-Ingold rules; asymmetric induction; Felkin-Anh and Cram-chelate models; Non-linear effects in asymmetric synthesis. 

Learning outcomes of the learning unit

• Get familiar with the fundamental concepts of physical organic chemistry
• Rationalize reactivity and selectivity in organic chemistry
• Get a finer and deeper understanding of mechanisms and their governing parameters
• Determine and study structure-(re)activity relationships

Prerequisite knowledge and skills

Bachelor or/and Master background in organic chemistry and physical organic chemistry is necessary.

Planned learning activities and teaching methods

• Lecture (80%): Delivery of theoretical background and recent examples from the literature in a lecture format. Slides are available to the students. Possibility of e-learning (online additional references and resources);
• Group work (20%): Participatory learning, exercises.

Mode of delivery (face-to-face ; distance-learning)

Delivery of material in a lecture format, face-to-face. Possibility of e-learning (online additional references and resources);

Recommended or required readings

• Modern Physical Organic Chemistry, E. V. Anslyn, D. A. Dougherty, University Science Books, 2006 (ISBN 978-1-891389-31-3)
• Stereoelectronic effects, A. J. Kirby, Oxford University Press, 1996 (ISBN 978-0-198558-93-4)
• Modern Solvents in Organic Synthesis, P. Knochel (Ed.), Springer, 1999 (ISBN 3-540-66213-8)

• Recent literature (appropriate references will be delivered to illustrate the lectures)
• Slides will be made available to the students.  Additional resources are available online (eCampus)

Assessment methods and criteria

The theoretical and practical competences will be assessed during a written exam.

Work placement(s)

Organizational remarks

This course will be taught either in French or English, depending on the attendance. Slides are in English.

Contacts

jc.monbaliu@ulg.ac.be (Jean-Christophe Monbaliu)
 

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