9 ECTS credits
270 h study time
Offer 1 with catalog number 4023192ENR for all students in the 1st semester at a (E) Master - advanced level.
HOC:
In this course, important concepts and methods in modern organic chemistry are discussed in depth on an advanced level. Next to a thorough description of reaction mechanisms, also modern organic transformations are given with importance in research and industry.
The following topics are covered
1) Radical chemistry and single electron transfer processes
2) Organometallic chemistry and transition metal catalysis
3) Pericyclic reactions: mechanistic aspects and synthetic applications
4) Rearrangements and fragmentations
5) Basic principles of heterocycle synthesis
6) Stereochemical aspects in organic synthesis: diastereoseletive reactions
WPO (26 h):
In theoretical exercises, the application of modern synthetic methods as described in the HOC is introduced in short synthetic sequences and the synthesis of drug molecules. Reactions mechanisms and synthetic challenges are discussed at relevant synthetic targets in detail.
WPO (52 h):
In practical laboratory exercises, students will gain hands on experience in modern synthetic methods. This will include the handling of organometallic reagents, conducting reactions under inert atmosphere and the application of transition metal catalysis in organic synthesis. Furthermore, modern purification (column chromatography) and analytical methods (NMR, IR) will be applied. Students will carry out a short synthetic sequence(s) (3-5 steps) preparing compounds relevant for current research and involving the above mentioned methods. The sequence(s) will be chosen individually and may contain for example cross coupling reactions such as Suzuki- or Negishi reactions, organometalic reactions such as ortho-lithiation or orbital-controlled reactions like Diels Alder reactions. Students will prepare an extensive laboratory report describing the experiments and the analytical data on a level as required for publication in a thesis or a journal article.
Course material:
- (recommended) “Organic Chemistry”, Clayden , Greeves & Warren, Oxford Univ. Press; 2nd Edition 2012
- “March's Advanced Organic Chemistry”, Michael B. Smith, Wiley, 7th Edition 2013
- “Advanced Organic Chemistry”, Carey and Sundberg, Springer, 5th Edition 2007
- “Strategic applications of named reactions in organic synthesis”, Kürti and Czakó, Elsevier, 2005
- “Modern Physical Organic Chemistry”, Anslyn and Dougherty, University Science Books, 2006
- “Organic Mechanisms: Reactions, Stereochemistry and Synthesis”, Brückner, Springer, 2010
Additional course material will be available on the learning platform (powerpoint slides).
After following this course, the student has advanced knowledge on reactions mechanisms in organic chemistry. The student can communicate in a scientific way on specialized topics in organic chemistry. The student can design organic synthesis sequences including organometalic, catalytic and other modern synthetic methods. Subsequently, the student is able to carry out multiple steps synthesis of organic compounds in the laboratory and document the experiments on a level as required for modern scientific research.
The final grade is composed based on the following categories:
Other Exam determines 100% of the final mark.
Within the Other Exam category, the following assignments need to be completed:
The assessment consists of the following categories of assignments:
Written exam (ca. 2h), followed by oral exam (ca. 15 min per person)
Written report about the laboratory exercises describing the conducted synthesis in detail
(All categories need to be fulfilled in order to be eligible for obtaining a final grade)
Written exam determines 70% of the final grade
Oral exam determines 15% of the final grade
Written report about the laboratory exercises determines 15% of the final grade
This offer is part of the following study plans:
Master of Chemistry: Analytical and Environmental Chemistry
Master of Chemistry: Chemical Theory, (Bio)Molecular Design and Synthesis