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Development of redox-neutral reaction cascades for amine functionalization and synthesis of bimetallic bisoxazoline complexes
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Das, Deepankar. Development of redox-neutral reaction cascades for amine functionalization and synthesis of bimetallic bisoxazoline complexes. Retrieved from https://doi.org/doi:10.7282/T3ZG6Q85

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TitleDevelopment of redox-neutral reaction cascades for amine functionalization and synthesis of bimetallic bisoxazoline complexes
NameDas, Deepankar (author); Seidel, Daniel (chair); Hultzsch, Kai Carsten (internal member); Williams, Lawrence J. (internal member); Wood, Harold B. (outside member); Rutgers University; Graduate School - New Brunswick
Date Created2013
Other Date2013-10 (degree)
SubjectChemistry and Chemical Biology, Carbon compounds, Hydrogen bonding, Chemistry, Physical and theoretical
Extentxv, 192 p. : ill.
DescriptionActivation of moderately reactive C‒H bonds by metal-catalyzed processes has attracted lot of attention because it can give access to complex structures from simple starting materials. Outlined within this dissertation are our efforts to develop alternative redox-neutral approaches for functionalization of relatively unreactive C‒H bonds without requiring the use of expensive metal catalysts, oxidants or other additives. Unique reactivity patterns of in situ formed azomethine ylides for non-pericyclic annulation reactions with pendant nucleophiles were studied. We were able to establish that the redox isomerization from an external iminium ion to an internal iminium ion proceeds through the intermediacy of azomethine ylides. The challenges are summarized and the work was further expanded to the direct, redox-neutral, three-component amine α-alkynylation and α-phosphonation. This approach offers an expeditious route to synthetically and pharmacologically useful building blocks. Design and synthesis of bimetallic complexes of chiral bisoxazoline ligands was also undertaken for use in asymmetric transformations. These complexes can potentially chelate a single functional group by binding to two metal centers and could result in a higher degree of activation of the substrate.
NotePh.D.
NoteIncludes bibliographical references
NoteIncludes vita
Noteby Deepankar Das
Genretheses, ETD doctoral
Persistent URLhttps://doi.org/doi:10.7282/T3ZG6Q85
Languageeng
CollectionGraduate School - New Brunswick Electronic Theses and Dissertations
Organization NameRutgers, The State University of New Jersey
RightsThe author owns the copyright to this work.
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