Organic chemistry

Duration

50h Th

Number of credits

Lecturer

Thibault Gendron, Jean-Christophe Monbaliu

Coordinator

Jean-Christophe Monbaliu

Language(s) of instruction

English language

Organisation and examination

Teaching in the first semester, review in January

Schedule

Schedule online

Units courses prerequisite and corequisite

Prerequisite or corequisite units are presented within each program

Learning unit contents

The advanced organic chemistry course is organized into two parts. The first part (Monbaliu) reinforces the foundations of physical organic chemistry to predict and control reactivity and selectivity by linking mechanistic principles, solvent effects, and stereoelectronic models to experimental practice. The second part (Gendron) introduces modern retrosynthesis and total synthesis planning, structuring retrosynthetic disconnection strategies and the critical analysis of contemporary case studies. Each part consists of different modules that combine theoretical concepts with practical examples.

Organization of the theoretical course:

First part

• Module 1. Stereoelectronic effects
• Module 2. Solvent effects
• Module 3. Survival toolkit in physical organic chemistry
• Module 4. Advanced stereochemistry
• Module 5. Emerging technologies

• Module 1. Introduction to retrosynthesis, toolbox & basic concepts
• Module 2. Aromatic disconnections
• Module 3. C-X disconnections
• Module 4. C-C disconnections
• Module 5. Perspectives and application example: natural product synthesis

• the prediction and rationalization of selectivities, as well as mechanistic analysis;
• the use of reactivity scales (Hammett, Mayr);
• the interpretation of data (KIE, correlations) and the use of mechanistic probes;
• guided retrosynthesis;
• disconnection strategies;
• the critical study of recent articles.

Learning outcomes of the learning unit

At the end of this course, students will be able to:

• explain and apply the principles of physical organic chemistry (stereoelectronic effects, solvation, kinetics, LFER);
• predict and rationalize reactivity and selectivity; use reactivity scales (Hammett, Mayr);
• critically interpret experimental data (KIE, correlations, energy profiles);
• perform retrosynthetic analysis and plan multi-step syntheses, justifying their choices;
• critically analyze the literature and defend synthetic decisions.

Prerequisite knowledge and skills

Students must have a solid command of all fundamental concepts of organic chemistry as covered during the Bachelor's cycle.

Planned learning activities and teaching methods

Tutorial sessions

There are no formal tutorial sessions. Interactive exercise sessions are integrated into the lectures to illustrate the concepts.

Laboratory sessions

There are no laboratory sessions associated with the CHIM0724 course.

Mode of delivery (face to face, distance learning, hybrid learning)

Face-to-face course


Further information:

In-person lectures: theoretical foundations will be presented and illustrated with numerous concrete examples. E-learning opportunities will also be provided (exercises, supplementary resources).

Course materials and recommended or required readings

Platform(s) used for course materials:
- MyULiège

Other site(s) used for course materials
- DOX (https://dox.uliege.be/index.php/s/xrDJkm65oKlba5D)


Further information:

Platforms used for course materials:

• MyULiège

• DOX (https://dox.uliege.be/index.php/s/xrDJkm65oKlba5D)

• Organic Chemistry, J. Clayden, N. Greeves, S. Warren, P. Wothers, Oxford University Press, 2012, ISBN 9780199270293
• Reaction Mechanisms in Organic Chemistry - Synthesis, Stereochemistry and Modern Reactions, R. Brückner, De Boeck Université, 1999, ISBN 2-7445-0052-6
•  Organic Synthesis: The Disconnection Approach, S. Warren, P. Wyatt, Wiley, 2008, ISBN 978 0 470 71237 5
• Modern Physical Organic Chemistry, E.V. Anslyn, D.A. Dougherty, University Science Books, 2006, ISBN 978-1-891389-31-3

Exam(s) in session

Any session

- In-person

written exam ( open-ended questions )


Further information:

Exams (all sessions):

• In person
• Written exam (open-ended questions)

• The assessment is divided into two parts, A and B, weighted 50% each.
• The weighted average M is defined as: M = (0.5A + 0.5B).

• Passing the course requires both A = 10/20 and B = 10/20.
• If one part is below 10/20, the final grade becomes the lower of the weighted average and 9/20.
• In other words, failure in one part cannot be compensated by success in the other.
• If A = 10/20 and B = 10/20, the final grade is M.

• The "absorbing threshold" rule also applies in the second session.
• Any part with a grade < 10/20 must be retaken.
• By default, any part with a grade = 10/20 obtained in the first session is automatically carried over to the second session.
• However, the student may request to retake a part already passed; in that case, only the most recent grade will be considered when calculating the final mark.

• A = 16/20, B = 7/20 ? M = 11.5/20 ? final grade = 9/20 (fail).

• A = 12/20, B = 8/20 ? M = 10/20 ? final grade = 9/20 (fail).

• A = 10/20, B = 10/20 ? M = 10/20 ? final grade = 10/20 (pass).

• A = 14/20, B = 11/20 ? M = 12.5/20 ? final grade = 12.5/20 (pass).

Work placement(s)

Nihil

Organisational remarks and main changes to the course

Nihil

Contacts

Course instructors:

Prof. Jean-Christophe M. Monbaliu

Center for Integrated Technology and Organic Synthesis - CiTOS

Département de Chimie, Bâtiment B6a

jc.monbaliu@uliege.be   

 

Prof. Thibault Gendron

Centre de Recherches du Cyclotron - CRC

Département de Chimie, Bâtiment B30

Allée Du 6 Août 8, 4000 Liège

T.Gendron@uliege.be

Association of one or more MOOCs

Items online