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dc.contributor.advisorKlumpp, Douglas A.en_US
dc.contributor.authorBoblak, Kenneth Nicholasen_US
dc.date.accessioned2017-08-02T21:16:18Z
dc.date.available2017-08-02T21:16:18Z
dc.date.issued2014
dc.identifier.urihttp://commons.lib.niu.edu/handle/10843/17758
dc.descriptionAdvisors: Douglas A. Klumpp.en_US
dc.descriptionCommittee members: Marc J. Adler; Elizabeth R. Gaillard; Timothy J. Hagen; Linda S. Yasui.en_US
dc.description.abstractThis dissertation describes various intramolecular cyclizations promoted by superacid. The first chapter deals with the formation of N-heterocyclic indenes. In these reactions protonated N-heterocyclic rings are shown to enhance the reactivity of the carboxonium electrophile for the cyclodehydration of various ketones. The second chapter explores an unusual regioelectronic effect that controls whether Markovnikov or conjugate addition takes place across a double bond. The addition facilitated by superacid depends on the position of olefin functionality on N-heterocyclic olefinic derivatives. The final chapter investigates highly stable superelectrophilic systems and the trapping of their carbocations to highly functionalized fluorenes. This study includes the direct observation of dicationic and tricationic reactive intermediates in magic acid media via low temperature, nuclear magnetic resonance spectroscopy. The superelectrophilic cores promote charge-charge repulsion enhancing anti-aromaticity of the polycyclic-fluorene protons.en_US
dc.format.extent193 pagesen_US
dc.language.isoengen_US
dc.publisherNorthern Illinois Universityen_US
dc.rightsNIU theses are protected by copyright. They may be viewed from Huskie Commons for any purpose, but reproduction or distribution in any format is prohibited without the written permission of the authors.en_US
dc.subject.lcshSuperelectrophilesen_US
dc.subject.lcshOrganic compounds--Synthesisen_US
dc.subject.lcshOrganic chemistryen_US
dc.titleSynthetic and mechanistic investigations of superelectrophilic reactionsen_US
dc.typeTexten_US
dc.contributor.departmentDepartment of Chemistry and Biochemistryen_US
dc.description.degreePh.D. (Doctor of Philosophy)en_US


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