Open Access. Powered by Scholars. Published by Universities.®

Physical Sciences and Mathematics Commons

Open Access. Powered by Scholars. Published by Universities.®

Chemistry

University of Tennessee, Knoxville

Boron

Publication Year

Articles 1 - 2 of 2

Full-Text Articles in Physical Sciences and Mathematics

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 …


Boron And Metal Catalyzed C-C And C-H Bond Formation, Adam Barret Pippin Dec 2012

Boron And Metal Catalyzed C-C And C-H Bond Formation, Adam Barret Pippin

Doctoral Dissertations

Research efforts focused on the use of boron and metals to form new carbon-carbon and carbon-hydrogen bonds are summarized in this dissertation. Several novel reactions have been developed. These include: the deoxygenation of benzylic alcohols using chloroboranes; alkenylation of benzylic alcohols using boron trichloride; and dialkynlation of aryl aldehydes using dialkynylboron chloride. Numerous applications of these novel reactions have been developed. These include alternate routes to diphenylmethanes and 1,4-diynes from easily prepared dialkynylboron chlorides. In addition, E and Z alkenyl halides can now be prepared using boron trichloride without the use of butyllithium. The stereochemistry of the alkenyl halide can …