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| CHIM0707-1 | Physical organic chemistry
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| Duration : | 15h Th |
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| Number of credits : |
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| Lecturer : | Jean-Christophe Monbaliu |
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Language(s) of instruction :
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| French language |
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Organisation and examination :
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| Teaching in the second semester |
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Course contents :
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| 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. |
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Learning outcomes of the course :
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- 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
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Prerequisites and co-requisites/ Recommended optional programme components :
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| Bachelor or/and Master background in organic chemistry and physical organic chemistry is necessary. |
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Planned learning activities and teaching methods :
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- 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.
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Mode of delivery (face-to-face ; distance-learning) :
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| Delivery of material in a lecture format, face-to-face. Possibility of e-learning (online additional references and resources); |
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Recommended or required readings :
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- 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)
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Assessment methods and criteria :
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| The theoretical and practical competences will be assessed during a written exam. |
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Work placement(s) :
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Organizational remarks :
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| This course will be taught either in French or English, depending on the attendance. Slides are in English. |
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Contacts :
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| jc.monbaliu@ulg.ac.be (Jean-Christophe Monbaliu)
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| Items online : |
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| Physical Organic Chemistry - series of lectures |
Lecture 1 - Thermodynamic and Kinetic Requirements: Summary of Mechanistic Principles
Lecture 2 - Linear Free Energy Relationships
Lecture 3 - Stereoelectronic Effects in Organic Chemistry
Lecture 4 - Solvent and Medium Effects
Lecture 5 - Stereochemistry
Practice |
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