| dc.description.abstract | The synthesis of a number of heteroaromatic enediynes has been examined using
the Sonogashira coupling reaction. Alkynes were coupled to 2,3-dibromothiophene to
yield a number o f hetero- and homo-disubstituted enediynes. Both thermal and
photochemical Bergman cyclizations were attempted with these enediynes in an attempt
to produce substituted fused bicyclic heteroaromatic products. Through this method,
benzothiophene was prepared. The enediyne functionality and its cyclization is of
synthetic interest given that a variety of naturally occurring compounds containing this
unit demonstrate the ability to cleave DNA.
In addition, a solvent effect study on neomenthyl halides was undertaken. In this
study, the effect of various solvents on the ’H NMR spectra of neomenthyl halides was
investigated. During the course of the study an unusual low field proton resonance was
discovered. | |
