Organic reactions with boronated alumina : I. the diels-alder reaction, II. amidolysis of esters

Author

Kurt Edric Vagle

Date of Award

5-1995

Degree Type

Thesis

Degree Name

Master of Science

Major

Chemistry

Major Professor

George W. Kabalka

Abstract

Boronated aluminas were used as Lewis acid catalysts in the Diels-Alder reaction of methyl acrylate and isoprene. The results were compared to the methyl acrylate and isoprene Diels-Alder reaction that is catalyzed by dissolved Lewis acids. The amidolysis reaction of methyl phenylacetate and aniline was carried out using bromo-boronated alumina as the Lewis acid catalyst. The complexes of B-bromo and B-chlorocatecholborane with crotonaldehyde were studied using proton NMR. The approximate conformation of the complexes were determined using rotating frame Overhauser enhancement spectroscopy (ROESY).

Recommended Citation

Vagle, Kurt Edric, "Organic reactions with boronated alumina : I. the diels-alder reaction, II. amidolysis of esters. " Master's Thesis, University of Tennessee, 1995.
https://trace.tennessee.edu/utk_gradthes/11303