Aims
The students can predict and distinguish the stability and reactivity (including selectivity) of neutral and charged intermediates, and how to use and generate them.
The students know the principles of concerted (pericyclic) reactions,
rearrangements and fragmentation reactions.
The students can, using the acquired knowledge mentioned above, design a synthesis for a given molecule using the correct reagents.
The students can predict, using the same knowledge, the outcome of a given reaction: product, regio- and stereoselectivity.
Previous knowledge
Bio-organic chemistry, organic chemistry (bachelor chemistry), spectroscopic identification of organic compounds (NMR, IR, MS) in chemistry of materials or equivalent.
Order of Enrolment
This course unit is a prerequisite for taking the following course units:
G0S43A : Organometaalchemie (No longer offered this academic year)
Is included in these courses of study
Activities
5 ects. Advanced Organic Chemistry (B-KUL-G0G92a)
Content
Repetition: general principles.
Stereochemistry, regiochemistry and substituent-effects in pericyclic reactions. Frontier orbital theory, principle of aromaticity and Woodward-Hofmann rules in cyclo-additions, chelotropic reactions, electrocyclic reactions and sigmatropic rearrangements with applications in organic synthesis.
Neutral intermediates: characteristics of carbenes, nitrenes, and radicals and their use in organic synthesis.
Concepts and synthetic principles applied to reactions which take place via carbanions (enolate chemistry) and carbocations.Overview of rearrangement reactions via neutral, positive or negative intermediates: suitability for migration, stereo-electronic and conformational influences. Fragmentation reactions. Application to terpene chemistry.
.
Course material
Course text (Toledo, distributed by Scientica).
Powerpoint slides (Toledo)
Language of instruction: more information
no comment
Format: more information
Teaching.
Exercises (other ola).
1 ects. Advanced Organic Chemistry: Exercises (B-KUL-G0G93a)
Content
Repetition: general principles.
Stereochemistry, regiochemistry and substituent-effects in pericyclic reactions. Frontier orbital theory, principle of aromaticity and Woodward-Hofmann rules in cyclo-additions, chelotropic reactions, electrocyclic reactions and sigmatropic rearrangements with applications in organic synthesis.
Neutral intermediates: characteristics of carbenes, nitrenes, and radicals and their use in organic synthesis.
Concepts and synthetic principles applied to reactions which take place via carbanions (enolate chemistry) and carbocations.Overview of rearrangement reactions via neutral, positive or negative intermediates: suitability for migration, stereo-electronic and conformational influences. Fragmentation reactions. Application to terpene chemistry.
Course material
Text Exercices (Toledo)
Cfr. educational activity G0G92a.
Language of instruction: more information
no comments
Format: more information
Paper exercices Cfr. educational activity G0G92a.
Evaluation
Evaluation: Advanced Organic Chemistry (B-KUL-G2G92a)
Explanation
The exam consists only of exercises. The solutions found in the written preparation are discussed during the oral examination.