2026-09-19T15:02:50Zhttps://dspace.mit.edu/server/oai/request

oai:dspace.mit.edu:1721.1/823222026-06-16T18:17:14Zcom_1721.1_7582com_1721.1_7581col_1721.1_131022

Stephen L. Buchwald. Teverovskiy, Georgiy Massachusetts Institute of Technology. Department of Chemistry. Massachusetts Institute of Technology. Department of Chemistry 2013-11-18T19:08:41Z 2013-11-18T19:08:41Z 2013 2013 http://hdl.handle.net/1721.1/82322 861616258 Thesis (Ph. D. in Organic Chemistry)--Massachusetts Institute of Technology, Dept. of Chemistry, 2013. Cataloged from PDF version of thesis. Includes bibliographical references. Chapter 1 The first example of Pd(0)/(II) catalyzed fluorination of aryl bromides is reported herein. Based on these data, an analogous method was developed for the fluorination of aryl triflates. The reaction proceeds under mild conditions and represents the first report of reductive elimination from a Pd(II) center of a C-F bond. Chapter 2 Herein we report the first example of a Pd-catalyzed synthesis of aryl trifluoromethyl sulfides. A wide range of aryl bromides are converted to their corresponding trifluoromethyl sulfides in good to excellent yields. Furthermore, we were successful in synthesizing an intermediate in the synthesis of Toltrazuril in two steps from commercially available starting materials. Chapter 3 The development of a novel precatalyst for Ni-catalyzed C-N bond formation is described herein. Furthermore, the substrate scope of the reaction has been expanded to include a wide range of nucleophiles and electrophiles. Finally, we report the first use of weak base in the Nicatalyzed arylation of anilines. Chapter 4 The development of a novel triptycene-based hole-transport material is reported. Computational as well as preliminary photophysical and voltammetric data suggests that this class of compounds could serve as an excellent host material for blue triplet emitters. by Georgiy Teverovskiy. Ph.D. in Organic Chemistry 298 p. eng Massachusetts Institute of Technology M.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 Chemistry. Development of novel transition metal-catalyzed cross-coupling reactions and applications thereof Thesis application/pdf false Publication unknown unknown <Publication xmlns="https://www.openaire.eu/cerif-profile/1.1/" id="03cf7903-a790-4ea3-8bda-b774b9c05fb7"> <Type xmlns="https://www.openaire.eu/cerif-profile/vocab/COAR_Publication_Types">http://purl.org/coar/resource_type/c_1843</Type> <Language>eng</Language> <Title>Development of novel transition metal-catalyzed cross-coupling reactions and applications thereof</Title> <PublishedIn> <Publication> </Publication> </PublishedIn> <PublicationDate>2013</PublicationDate> <Authors> <Author> <DisplayName>Teverovskiy, Georgiy</DisplayName> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> </Authors> <Editors> </Editors> <Publishers> <Publisher> <DisplayName>Massachusetts Institute of Technology</DisplayName> <OrgUnit /> </Publisher> </Publishers> <License>http://dspace.mit.edu/handle/1721.1/7582</License> <Keyword>Chemistry.</Keyword> <Abstract>Chapter 1 The first example of Pd(0)/(II) catalyzed fluorination of aryl bromides is reported herein. Based on these data, an analogous method was developed for the fluorination of aryl triflates. The reaction proceeds under mild conditions and represents the first report of reductive elimination from a Pd(II) center of a C-F bond. Chapter 2 Herein we report the first example of a Pd-catalyzed synthesis of aryl trifluoromethyl sulfides. A wide range of aryl bromides are converted to their corresponding trifluoromethyl sulfides in good to excellent yields. Furthermore, we were successful in synthesizing an intermediate in the synthesis of Toltrazuril in two steps from commercially available starting materials. Chapter 3 The development of a novel precatalyst for Ni-catalyzed C-N bond formation is described herein. Furthermore, the substrate scope of the reaction has been expanded to include a wide range of nucleophiles and electrophiles. Finally, we report the first use of weak base in the Nicatalyzed arylation of anilines. Chapter 4 The development of a novel triptycene-based hole-transport material is reported. Computational as well as preliminary photophysical and voltammetric data suggests that this class of compounds could serve as an excellent host material for blue triplet emitters.</Abstract> <Access xmlns="http://purl.org/coar/access_right" > </Access> </Publication>