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Functionalization of Unactivated Alkenes trough Iridium-Catalyzed Borylation of Carbon-Hydrogen Bonds. Mechanism and Synthetic Applications
Stockholm University, Faculty of Science, Department of Organic Chemistry.
(English)Manuscript (Other academic)
National Category
Other Basic Medicine
Research subject
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-27752OAI: oai:DiVA.org:su-27752DiVA: diva2:217728
Available from: 2009-05-15 Created: 2009-05-15 Last updated: 2010-01-14Bibliographically approved
In thesis
1. Development of New Synthetic Routes to Organoboronates by Catalytic Allylic Substitution and C-H bond Functionalization
Open this publication in new window or tab >>Development of New Synthetic Routes to Organoboronates by Catalytic Allylic Substitution and C-H bond Functionalization
2009 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

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.
Keyword
Palladium, Iridium, Boron, Catalysis
National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
urn:nbn:se:su:diva-27753 (URN)978-91-7155-899-2 (ISBN)
Public defence
2009-06-11, Magnélisalen, Kemiska övningslaboratoriet, Svante Arrhenius väg 12 A, Stockholm, 13:00 (English)
Opponent
Supervisors
Available from: 2009-05-20 Created: 2009-05-15 Last updated: 2009-05-19Bibliographically approved

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