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Title: A Ligand Developmental Approach to Palladium- Catalyzed Cross-Coupling of Polyfluoroanilines and Aryl Chlorides
Authors: Baeg, Kiwoon Joshua
Advisors: Carrow, Bradley P.
Department: Chemistry
Class Year: 2016
Abstract: Polyfluoroaniline moieties have found extensive utility in biological inhibitors\(^{3}\), agricultural chemicals\(^{4}\) , and treatment of diseases\(^{5}\). Unfortunately, access to such potentially valuable structures are limited by current Buchwald Hartwig amination methods and their syntheses are generally avoided as a result. PAd\(_{3}\), a ligand recently developed by the Carrow group, was used in an attempt to address the difficulty of coupling polyfluoroanilines. In this work, PAd\(_{3}\) is shown to facilitate polyfluoroaniline coupling with aryl chlorides to high degrees of success at catalyst loadings unprecedented in literature. Reasons for PAd\(_{3}\)’s reactivity based on optimized reaction conditions is also rationalized.
Extent: 73 pages
Type of Material: Princeton University Senior Theses
Language: en_US
Appears in Collections:Chemistry, 1926-2017

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