Physical Organic Chemistry
Physical Organic Chemistry (Winter Semester)
The objectives of this course are
– to apply quantum chemical principles to organic reactions
– to gain a detailed understanding of reaction mechanisms (fundamentals)
– to learn about tools to decipher reaction mechanisms
– broaden the scope of reactivity for advanced organic synthesis with a focus on orbital symmetry-controlled reactions
Information & Schedule
CONCEPT OF THIS COURSE:
1) In-person live lectures. Tentative Time: Fridays, 13–15h, in NEW 14, room 1’02. The content will be hand-written on the blackboard, supported by graphics from projected slides.
2) In-person Problem-solving sessions. Tentative Time: Fridays, 15–16h, in NEW 14, room 1’02. Students present the solutions to current problem sets on the blackboard. Please prepare your solutions accordingly.
3) Additional content via moodle. Materials will be uploaded to the Moodle page.
All content will be provided majorly via the MOODLE platform. The password (Einschreibeschlüssel) for moodle can be obtained directly from Oliver via email.
https://moodle.hu-berlin.de/course/view.php?id=97682
Winter Lecture Period:
Lecture: NEW 14, 1’02. Fri 13–15h
Problem Sets: NEW 14, 1’02. Fri 15–17h
Exam: Oral exam, 50–60 min, to be scheduled
Team
Dr. Oliver Dumele
Oliver teaches the lecture.
His laboratory works on synthetic chemistry for advanced porous materials.
Dr. Björn Kobin
Björn assists with the seminars and the problem sets of the lecture.
Preliminary Schedule of the Lecture:
| Lecture | Date | Topic |
| 1. | 22.10. | Introduction and Review of Concepts |
| 2. | 29.10. | Conformational Analysis I |
| 3. | 5.11. | Conformational Analysis II |
| 4. | 12.11. | Diastereoselective Reactions and Ring Closures |
| 5. | 19.11. | Thermochemistry and Kinetics |
| 6. | 26.11. | Tools to decipher reaction mechanisms |
| 7. | 03.12. | Molecular Orbital Theory |
| 8. | 10.12. | Aromaticity and Anti-aromaticity / Annulenes (I) |
| 9. | 17.12. | Aromaticity and Anti-aromaticity / Annulenes (II) |
| 10. | 7.01. | Pericyclic Reactions / Theory |
| 11. | 14.01. | Cycloadditions & Cycloreversions |
| 12. | 21.01. | Electrocyclizations and Retro-Electrocyclizations |
| 13. | 28.01. | Sigmatropic Shifts |
| 14. | 04.02. | Rearrangements and Cheletropic Reactions |
| 15. | 11.02. | Coarctate reactions / Photochemistry |
| 16. | 18.02. | buffer |
MOODLE Link: https://moodle.hu-berlin.de/course/view.php?id=97682
Recommended Textbooks & Literature
The recommended literature for this course will be the combination of five textbooks:
1. Pierre Vogel, Kendall N. Houk: “Organic Chemistry — Theory, Reactivity and Mechanism in Modern Synthesis”, Wiley-VCH, 2019
Availability at HU:
– 2 hard copies at the library’s Freihandbereich: ZwB Naturwissenschaften, VK 5010 V879 W9
– 5 hard copies at the library’s Lehrbuchsammlung, VK 5010 V879
– at Amazon, ca. 89 EUR.
2. Eric V. Anslyn, Dennis A. Dougherty: “Modern Physical Organic Chemistry”, University Science Books: Sausalito, 2005
Availability at HU:
– the online-(PDF)version is not officially available at HU. Maybe you can acquire it from somewhere.
– 8 hard copies at the library’s Lehrbuchsammlung, available for HU students, Signature: VE 5000 A621
– 2 hard copies at the library’s Freihandbereich, of which 1 copy has the status „Präsenz – nicht ausleihbar“
3. Ian Fleming: “Molecular Orbitals and Organic Chemical Reactions”, 1st Ed., Wiley: Chichester, 2010.
Availability at HU:
a) Online PDF for download: Shorter Student Edition: https://onlinelibrary.wiley.com/doi/book/10.1002/9780470684306
b) Online PDF for download: Longer “Reference Edition”, with extra details and many references to experimental evidence (research papers): https://onlinelibrary.wiley.com/doi/book/10.1002/9780470689493
c) in addition, there is 1 hard copy of the German Version: „Molekülorbitale und Reaktionen organischer Verbindungen“ at the Signature VK 5700 F597 M7 in the HU library.
4. Igor V. Alabugin, “Stereoelectronic Effects – A Bridge Between Structure and Reactivity”, Wiley 2016
Free PDF download for HU students via HU network (or VPN): https://onlinelibrary.wiley.com/doi/book/10.1002/9781118906378
5. Hendrik Zipse, “Reactivity and Mechanism in Organic Chemistry”, Shaker Verlag 2019
ISBN: 978-3-8440-6753-8
– 5 books are available in the library in Adlershof: ZwB Naturwissenschaften, Lehrbuchsammlung, VK 6002 Z79
– https://www.shaker.de/de/content/catalogue/index.asp?lang=de&ID=8&ISBN=978-3-8440-6753-8