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Cobalt-Catalyzed Hydrofunctionalization of 1,3-Dienes

Dewese, Kendra R.
http://rave.ohiolink.edu/etdc/view?acc_num=osu1471783775

Abstract Details

2016, Doctor of Philosophy, Ohio State University, Chemistry.
The catalysis of organic reactions by metal complexes is an effective way to improve atom economy and environmental friendliness for many synthetic transformations. Particularly, the hydrofunctionalization of olefins is an exciting process to form value-added chemicals from readily available starting materials. In this area, cobalt complexes have been developed as efficient catalysts with high turnover numbers for many transformations and have been especially effective with 1,3-dienes, compared to similar transformations catalyzed by more rare and expensive metals. The process of cobalt-catalyzed hydrovinylation of 1,3-dienes has been developed and this dissertation discusses the application to 1,3-dienes that have siloxy substituents or are cyclic. Another common hydrofunctionalization is hydroboration, a reaction that has recently become a focus for transition-metal catalysis. This work develops and expands on the use of cobalt complexes as catalysts for the hydroboration of 1,3-dienes using pinacolborane. Finally, this dissertation also includes investigation into the mechanism of an already established reaction of Cp2TiCl with epoxides, forming a tertiary carbon-centered radical. This radical reacts with Cp2TiCl to generate Cp2TiHCl by a ß-H atom abstraction. Further evolution of hydrogen from this complex and its relevance to the titanium (III) mediated reaction is discussed. This research is valuable for the selective and efficient synthesis of pharmaceuticals and materials.
T.V. RajanBabu, Professor (Advisor)
Jon Parquette, Professor (Committee Member)
Jovica Badjic, Professor (Committee Member)
420 p.
Organic Chemistry
Cobalt-Catalyzed Hydrofunctionalization; 1,3-Dienes; organic chemistry; synthetic transformations

Recommended Citations

Citations

  • Dewese, K. R. (2016). Cobalt-Catalyzed Hydrofunctionalization of 1,3-Dienes [Doctoral dissertation, Ohio State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=osu1471783775

    APA Style (7th edition)

  • Dewese, Kendra. Cobalt-Catalyzed Hydrofunctionalization of 1,3-Dienes. 2016. Ohio State University, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=osu1471783775.

    MLA Style (8th edition)

  • Dewese, Kendra. "Cobalt-Catalyzed Hydrofunctionalization of 1,3-Dienes." Doctoral dissertation, Ohio State University, 2016. http://rave.ohiolink.edu/etdc/view?acc_num=osu1471783775

    Chicago Manual of Style (17th edition)

osu1471783775
303
© 2016, all rights reserved.
This open access ETD is published by The Ohio State University and OhioLINK.