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I. Persistent radicals for dynamic nuclear polarization : II. Synthesis of substituted indoles / Persistent radicals for dynamic nuclear polarization / Synthesis of substituted indoles

Thesis: Ph. D., Massachusetts Institute of Technology, Department of Chemistry, 2015. / This electronic version was submitted by the student author. The certified thesis is available in the Institute Archives and Special Collections. / Cataloged from student-submitted PDF version of thesis. / Includes bibliographical references. / Part I: An brief introduction to dynamic nuclear polarization (DNP) is provided including a discussion of polarization mechanisms and development of new polarization methods in a historical context. Efficient synthesis of highly water-soluble BDPA derivatives that preserve the desirable DNP properties of BDPA and expand its application to aqueous systems is described. The narrow line radical applications in magnetic resonance spectroscopic imaging (MRSI) are investigated focusing on thermal mixing (TM) DNP of pyruvic acid. Design considerations and efforts toward the synthesis of bi- and multiradicals for Cross Effect (CE) DNP, and experiments performed with mixtures of radicals and covalently bound hetero-biradicals are reported. Part II: Indoles are important heterocycles because of their presence as common structural motifs in natural products and pharmaceutical candidates. Second generation Danheiser benzannulation-tandem cyclization approach was developed and applied toward the synthesis of highly substituted indoles. Substrate synthesis, benzannulation results and product elaboration are described. / by Olesya Haze. / Ph. D.

Identiferoai:union.ndltd.org:MIT/oai:dspace.mit.edu:1721.1/101454
Date January 2015
CreatorsHaze, Olesya
ContributorsMassachusetts Institute of Technology. Department of Chemistry., Massachusetts Institute of Technology. Department of Chemistry.
PublisherMassachusetts Institute of Technology
Source SetsM.I.T. Theses and Dissertation
LanguageEnglish
Detected LanguageEnglish
TypeThesis
Format196 pages, application/pdf
RightsM.I.T. theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission. See provided URL for inquiries about permission., http://dspace.mit.edu/handle/1721.1/7582

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