Download presentation
Presentation is loading. Please wait.
Published byCandice Warner Modified over 8 years ago
1
BY Ronald Mensah
2
Introduction Fluorination methods Fluorination in Medical chemistry Conclusion Writing Component References Questions Outline
3
Introduction What is fluorine? Location on the periodic table Electronegativity Ionization energy Natural abundance http://www.ebi.ac.uk/chebi/searchId.do? chebiId=24065. accessed on 10/2/2014
4
Electrophilic Fluorinations Nucleophilic Fluorinations Procedures
5
What occurs in electrophilic fluorination reaction? Cationic fluorine atom N-F and 0-F reagent Removal of electron density Electrophilic Fluorination
6
Electrophilic addition
7
Direct displacement with fluoride Protic vs aprotic solvent tetrabutylammoniumfluoride(TBAF) Other Regents HF (diethylamino)-sulfur trifluoride (DAST) Use of transition metals Nucleophilic fluorination. http://www.sigmaaldrich.c om/catalog/product/aldric h/216143?lang=en®ion= US
8
Nucleophilic Fluorination mechanism H---F
9
Orthogonal reactivity of Hydrogen and Fluoride H + vs F + H - vs F - enzyme activity design 5-fluorouracil (5-FU) pyridoxal phosphate (PLP)-dependent enzyme- catalyzed reactions Medicinal Chemistry
10
5-fluorouracil (5-FU)
11
DFMO (Eflornithine) http://upload.wikimedia.org/wikipe dia/commons/a/a2/Eflornithine_OD C_Reaction_Mechansim.png
12
Conclusion
13
14
References Banks, Alton. "Fluorine." Journal of Chemical Education 67.5 (1990): 373. ACS. Web Kirk, Kenneth L. "Fluorination in Medicinal Chemistry: Methods, Strategies, and Recent Developments." Organic Process Research & Development 12.2 (2008): 305-21. Lal, G. Sankar, Guido P. Pez, and Robert G. Syvret. "Electrophilic NF Fluorinating Agents." Chemical Reviews 96.5 (1996): 1737-756. Print.
15
Questions?
Similar presentations
© 2024 SlidePlayer.com Inc.
All rights reserved.