Palladium-Catalyzed Cross-Coupling Reactions of Organosilanols: I. New Methods That Employ Alkynylsilanols and Bissilyl Reagents. II. Mechanistic Analysis of the Cross-Coupling of Aryldimethylsilanolates
Tymonko, Steven
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Permalink
https://hdl.handle.net/2142/84283
Description
Title
Palladium-Catalyzed Cross-Coupling Reactions of Organosilanols: I. New Methods That Employ Alkynylsilanols and Bissilyl Reagents. II. Mechanistic Analysis of the Cross-Coupling of Aryldimethylsilanolates
Author(s)
Tymonko, Steven
Issue Date
2007
Doctoral Committee Chair(s)
Denmark, Scott E.
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Organic
Language
eng
Abstract
Mechanistic investigations of the palladium-catalyzed cross-coupling of aryldimethylsilanolates demonstrated that transmetalation proceeds directly from an arylpalladium(II) silanolate intermediate without external activation. Arylpalladium(II) silanolate complexes bearing phosphine ligands were isolated and characterized. These complexes produce biaryl products via ligand dissociation and transmetalation.
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