Solventless Suzuki-Coupling reactions on palladium doped potassium fluoride alumina

Author

Clayton Maxwell Hair

Date of Award

12-1999

Degree Type

Dissertation

Degree Name

Doctor of Philosophy

Major

Chemistry

Major Professor

George W. Kabalka

Committee Members

Richard Pagni

Abstract

Reactions of boronic acids with organic halides in the presence of palladium catalysts, the Suzuki Reaction, play an important role in modern organic chemistry. Numerous organic syntheses performed in the presence of alumina, Al₂O₃, exist in the literature. It has been found that the Suzuki-Coupling reaction can be carried out on commercially available alumina doped with potassium fluoride, 40% by weight, in the complete absence of organic solvents. This new solid phase synthesis is convenient, efficient, and environmentally friendly. The effects of substrate, temperature, reactant ratio, base, catalyst concentration, and the unique character of the KF/Al₂O₃ solid are presented. The development of a completely recyclable catalytic medium and the use of microwave irradiation with this methodology is also demonstrated.

Recommended Citation

Hair, Clayton Maxwell, "Solventless Suzuki-Coupling reactions on palladium doped potassium fluoride alumina. " PhD diss., University of Tennessee, 1999.
https://trace.tennessee.edu/utk_graddiss/8834