Physical Sciences and Mathematics Commons^™

Synthesis And Properties Of Diorganomagnesium Compounds, Conrad William Kamienski

Doctoral Dissertations

Introduction: Although dialkylmagnesium compounds have been known for over a hundred years, relatively little effort has been directly expended on these reagents per se; much of what we know about magnesium alkyls has been an outgrowth of previous studies concerned with the nature of the Grignard reagent. Only recently has any effort been made to elaborate on methods for preparing these reagents, to determine carefully their physical and chemical properties, and to develop practical uses for these reagents. It has been the purpose of the present study to review the presently known methods of preparation of dialkylmagnesium compounds, to …

Study Of Resonance Effects In Allenic And Related Systems, Robert Andrew Steinkamp

Doctoral Dissertations

"In order to investigate the possibility of resonance effects through a non-coplanar substituted acetylene, synthesis of bis-(2,5,8-trimethyl-l-naphthyl)-acetylene was attempted. Condensation of acetylene with 2,5,8-trimethyl-l-tetralone to yield an acetylenic glycol followed by dehydration and dehydrogenation was expected to yield the desired non-coplanar acetylene. Comparison of its ultraviolet spectrum with that of di-l-naphthyl-acetylene would have suggested the true nature of the acetylene pi cloud. The acetylene condensation was unsuccessful, however.

Substituted allenes, which contain one sp hybridized carbon atom, were then successfully synthesized for a similar analysis of potential resonance effects. A series of para-substituted 4-phenyl-2-methylbutadienoic acids were synthesized and their pKa's …