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  • 1.
    Bielawski, Marcin
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Efficient and High-Yielding Routes to Diaryliodonium Salts2008Licentiate thesis, comprehensive summary (Other academic)
    Abstract [en]

    This thesis summarizes three novel and general reaction protocols for the synthesis of diaryliodonium salts. All protocols utilize mCPBA as oxidant and the acids used are either TfOH, to obtain triflate salts, or BF3•Et2O that gives the corresponding tetrafluoroborate salts in situ.

    Chapter two describes the reaction of various arenes and aryl iodides, delivering electron-rich and electron-deficient triflates in moderate to excellent yields.

    In chapter three, it is shown that the need of aryl iodides can be circumvented, as molecular iodine can be used together with arenes in a direct one-pot, three-step synthesis of symmetric diaryliodonium triflates.

    The final and fourth chapter describes the development of a sequential one-pot reaction from aryl iodides and boronic acids, delivering symmetric and unsymmetric, electron-rich and electron-deficient iodonium tetrafluoroborates in moderate to excellent yields. This protocol was developed to overcome mechanistic limitations existing in the protocols described in chapter two and three.

    The methodology described in this thesis is the most general, efficient and high-yielding existing up to date, making diaryliodonium salts easily available for various applications in synthesis.

  • 2.
    Selander, Nicklas
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Development of Multi-Component Reactions using Catalytically Generated Allyl Metal Reagents2008Licentiate thesis, comprehensive summary (Other academic)
    Abstract [en]

    This licentiate thesis is based on the development of catalytic reactions for the synthesis and application of organometallic reagents. By use of palladium pincer-complex catalysts, we have developed an efficient procedure for the synthesis of allylboronates starting from allylic alcohols. These reactions were further extended by including various one-pot multi-component reactions, using the in situ generated allylboronates. Furthermore, novel unsymmetrical palladium pincer-complexes were synthesized and studied in auto-tandem catalysis.

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