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Organic Chemistry

University of Tennessee, Knoxville

Doctoral Dissertations

2013

Boron

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New Applications Of Boron Dihalides And Organotrifluoroborates In Organic Synthesis, Kelly Elizabeth Hall May 2013

New Applications Of Boron Dihalides And Organotrifluoroborates In Organic Synthesis, Kelly Elizabeth Hall

Doctoral Dissertations

This dissertation summarizes research focused on the use of boron dihalides and organotrifluoroborates in organic synthesis. The boron dihalide mediated aryl propargyl ether cleavage reactions to generate the corresponding aryl alcohols were investigated to explain the mechanistic pathway of using boron trihalides and boron dihalides in propargyl ether cleavage reactions. The results of this study strongly support that the mechanistic pathway for these reactions follows the pathway shown in this dissertation. In addition, the use of polymer-supported organotrifluoroborates for radiolabeling reactions was also investigated. The results of these studies support the use of polymer supported organotrifluoroborates in radiolabeling reactions as …