Preparation of carbon-13 labeled aldehydes, alcohols, and carboxylic acids via the carbonylation of organoboranes

Author

Mark C. Delgado

Date of Award

6-1984

Degree Type

Thesis

Degree Name

Master of Science

Major

Chemistry

Major Professor

George W. Kabalka

Abstract

Isotopically labeled materials play an important role in chemical and biological research. The regiospecific incorporation of carbon-13 has become increasingly important in recent years with the advent of multinuclear NMR and whole body multinuclear NMR. Organoboranes have been used to synthesize a wide variety of functionally substituted compounds. In recent years, organo-boranes have become important intermediates in the preparation of isotopically enriched compounds. The carbonylation of organoboranes proved, in this study, to be an ideal method for the incorporation of carbon-13 in functionally substituted aldehydes. The enriched aldehyde can then be oxidized to the corresponding carboxylic acid or be reduced to the corresponding alcohol in good yield.

Recommended Citation

Delgado, Mark C., "Preparation of carbon-13 labeled aldehydes, alcohols, and carboxylic acids via the carbonylation of organoboranes. " Master's Thesis, University of Tennessee, 1984.
https://trace.tennessee.edu/utk_gradthes/14613