Development of New Synthetic Routes to Organoboronates by Catalytic Allylic Substitution and C-H bond Functionalization
2009 (English)Doctoral thesis, comprehensive summary (Other academic)
This thesis describes the development of new catalytic methods for the synthesis and application of organometallic reagents, mainly focusing on allylboronic acid derivatives. Thus, palladium pincer-complex catalysis has been applied for extending the scope of palladiumcatalyzed borylation reactions in the synthesis of regio- and stereodefined functionalized allylboronic acid derivatives. These novel allylboronic acids were also employed as substrates in palladium catalyzed regioselective coupling reactions with iodobenzenes. We have also developed a new one-pot sequence based on preparation of allyl- and vinylboronates
via catalytic carbon-hydrogen bond activation/borylation reactions. The synthetic scope of the reaction as well as mechanistic studies on the borylation process are presented. Finally, the synthesis of new chiral palladium pincer-complexes is described. These species were employed as catalysts in asymmetric electrophilic allyation of imines.
Place, publisher, year, edition, pages
Stockholm: Department of Organic Chemistry, Stockholm University , 2009. , 54 p.
Palladium, Iridium, Boron, Catalysis
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-27753ISBN: 978-91-7155-899-2OAI: oai:DiVA.org:su-27753DiVA: diva2:217751
2009-06-11, Magnélisalen, Kemiska övningslaboratoriet, Svante Arrhenius väg 12 A, Stockholm, 13:00 (English)
Molander, Gary A., Professor
Szabó, Kálmán, Professor
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