Transition Metals/Lewis Acids Co-catalyzed Intra-/Intermolecular Aminocyanation of Alkenes/Alkynes via N‒CN Bond Activation And Synthetic and Characteristic Studies on Dibenzo[g,s]rubicenes and Naphtho[2,3-a]aceanthrylenes
2019-12
Loading...
Persistent link to this item
Statistics
View StatisticsJournal Title
Journal ISSN
Volume Title
Title
Transition Metals/Lewis Acids Co-catalyzed Intra-/Intermolecular Aminocyanation of Alkenes/Alkynes via N‒CN Bond Activation And Synthetic and Characteristic Studies on Dibenzo[g,s]rubicenes and Naphtho[2,3-a]aceanthrylenes
Authors
Published Date
2019-12
Publisher
Type
Thesis or Dissertation
Abstract
This thesis is composed of two parts: in Chapter 1, 2 and 3, the development of transition metals/Lewis acids co-catalyzed aminocyanation of unsaturated C‒C bonds via N‒CN bond activation was described and discussed. In Chapter 4 and 5, a new synthetic route to cyclopenta-fused polycyclic aromatic hydrocarbons (CP-PAHs) was explored, followed by the studies on optical and electrochemical properties of synthesized rubicene derivatives. Chapter 1 briefly introduces catalytic difunctionalization of unsaturated C‒C bonds via addition reactions and cyanofunctionalization of multiple bonds via C‒CN bond activation. Chapter 2 and 3 describe our recent reported intramolecular aminocyanation of alkenes via N‒CN bond activation by palladium/Lewis acid cooperative catalysis, and an ongoing project: intermolecular aminocyanation of unsaturated C‒C bonds via N‒CN bond activation, in order to readily prepare heterocycles with quaternary centers and regioselective β-amino acids. Chapter 4 summarizes the physical properties and synthetic methods of CP-PAHs, as well as rubicene, as a member of CP-PAHs. Chapter 5 concludes our recent work on development of a new synthetic route to naphtho[2,3-a]aceanthrylenes and dibenzo[g,s]rubicenes, using a tandem Sonogashira cross-coupling and tetra-dehydro-Diels−Alder cycloaddition cascade, which provides a facile fine-tuning method for the optical and electrochemical properties of potential electron acceptors.
Description
University of Minnesota Ph.D. dissertation. December 2019. Major: Chemistry. Advisor: Christopher Douglas. 1 computer file (PDF); xii, 402 pages + 1 supplementary file.
Related to
Replaces
License
Collections
Series/Report Number
Funding information
Isbn identifier
Doi identifier
Previously Published Citation
Suggested citation
Wang, Shengyang. (2019). Transition Metals/Lewis Acids Co-catalyzed Intra-/Intermolecular Aminocyanation of Alkenes/Alkynes via N‒CN Bond Activation And Synthetic and Characteristic Studies on Dibenzo[g,s]rubicenes and Naphtho[2,3-a]aceanthrylenes. Retrieved from the University Digital Conservancy, https://hdl.handle.net/11299/211816.
Content distributed via the University Digital Conservancy may be subject to additional license and use restrictions applied by the depositor. By using these files, users agree to the Terms of Use. Materials in the UDC may contain content that is disturbing and/or harmful. For more information, please see our statement on harmful content in digital repositories.