Physical Sciences and Mathematics Commons^™

Select Reactions Of Organoboranes And Organostannanes, David W. Blevins

Doctoral Dissertations

Potassium aryl- and alkenyltrifluoroborates and tributyl(aryl)stannanes were found to undergo halodemetallation using trihalide salts. The hydrolysis of organotrifluoroborates was observed to be promoted by iron(III) chloride, zinc dust, and zinc oxide. A variety of potassium aryltrifluoroborates and an alkenyltrifluoroborate were found to undergo bromodeboronation at room temperature in a (1:1) THF/water solution in 30-40 minutes using pyridinium tribromide, providing good yields of aryl and vinyl bromides. Activated arenes underwent dibromination, but this was reduced by adding potassium bromide to the reaction. Potassium aryltrifluoroborates and an alkenyltrifluoroborate were observed to undergo iododeboronation in a (1:2) DMF/water solution at 80 degrees Celsius …