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The course Organic Chemistry of Selected Elements is targeted on properties, preparation and reactions of organic compounds bearing non-transition elements as boron, fluorine, silicon, phosphorus, sulfur etc. Organoboron compounds are highly sensitive to steric hindrance a display often low stability. Hydroboration, carbonyl group reduction, boron homologation and reactions with carbon monoxide belong to their most significant reactions. Organofluorine compounds display strikingly different properties depending by the substitution with one fluorine atom, trifluormethyl or perfluoroalkyl group. Organosilicon compounds are often employed as protective groups and their oxygen derivatives have high industrial impact (silicon oils, rubbers). Organophosphorus, organosulfur and organoselenium compounds are employed in organic synthesis (Wittig, Horner, Mitsunobu, Julia reactions, epoxide synthesis etc.). Attention is also paid to structures and reaction mechanisms of both hard (organolithium, organomagnesium), and soft (organocuprates) organometallic compounds.
Last update: Kvíčala Jaroslav (11.03.2014)
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Students will be able to:
evaluate properties, synthesis and reactivity of organoboron compounds
evaluate properties, synthesis and reactivity of organofluorine compounds
evaluate properties, synthesis and reactivity of organoelement compounds of 3rd period (silicon, phosphorus and sulfur)
evaluate properties, synthesis and reactivity of hard (organolithium and organomagnesium) and soft (organocopper) organometals Last update: Kvíčala Jaroslav (11.03.2014)
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Achieving 70% points from written test and successful passing the oral exam. Last update: Cibulka Radek (12.05.2014)
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R: Suzan E. Thomas: Organic Synthesis. The Roles of Boron and Silicon. Oxford University Press, Oxford 1991. ISBN10: 0198556624, ISBN13: 9780198556626.
R: M. Hudlický a A. Pavlath, ed.: Chemistry of Organic Fluorine Compounds II. ACS, Washington 1992. ISBN10: 084122515X, ISBN13: 9780841225152.
R: Gordon H. Whitham: Organosulfur Chemistry. Oxford University Press, Oxford 1991. ISBN10: 0198558996, ISBN13:9780198558996.
R: Louis D. Quin: A Guide to Organophosphorus Chemistry. Wiley & Sons, New York 2000. ISBN 0471318248. Last update: Cibulka Radek (04.05.2014)
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1. Properties of organoboron compounds.
2. Syntheses of organoboron compounds.
3. Reactions of organoboron compounds.
4. Properties of organofluorine compounds.
5. Syntheses and reactions of organofluorine compounds.
6. Properties and syntheses of organosilicon compounds.
7. Reaction of organosilicon compounds.
8. Properties and syntheses of organophosphorus compounds.
9. Reactions of organophosphorus compounds.
10. Properties and syntheses of organosulfur compounds.
11. Reaction of organosulfur compounds.
12. Properties, syntheses and reactions of organoselenium compounds.
13. Properties, syntheses and reactions of organolithium, organomagnesium and organocopper compounds.
14. Properties, syntheses and reactions of hypervalent iodine compounds. Last update: Kvíčala Jaroslav (11.03.2014)
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Electronic version of lectures Last update: Kvíčala Jaroslav (11.03.2014)
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