The Proposed Formation of Acylsilanes through Tandem Nucleophilic Activation-Silylation and Retro-Brook Rearrangement

Poster Number

40

College

College of Arts and Sciences

Department

Chemistry, Physics, Geology, & the Environment

Faculty Mentor

Aaron M. Hartel, Ph.D.

Abstract

The purpose of this research project was to create a valid synthesis in which aldehydes were used to produce acylsilanes through the use of tandem nucleophilic activation-silylation and the retro-Brook rearrangement. The nucleophiles that were selected to undergo investigation consisted of cyanide and phosphonates. The temperature was varied during experimentation in correlation to the type of base and starting material used during synthesis. The overall data collected during experimentation concluded that the proposed method of synthesis was correct and the production of acylsilanes was confirmed through both 1H and 13C NMR spectroscopy.

Start Date

24-4-2015 3:20 PM

End Date

24-4-2015 4:50 PM

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Apr 24th, 3:20 PM Apr 24th, 4:50 PM

The Proposed Formation of Acylsilanes through Tandem Nucleophilic Activation-Silylation and Retro-Brook Rearrangement

Richardson Ballroom

The purpose of this research project was to create a valid synthesis in which aldehydes were used to produce acylsilanes through the use of tandem nucleophilic activation-silylation and the retro-Brook rearrangement. The nucleophiles that were selected to undergo investigation consisted of cyanide and phosphonates. The temperature was varied during experimentation in correlation to the type of base and starting material used during synthesis. The overall data collected during experimentation concluded that the proposed method of synthesis was correct and the production of acylsilanes was confirmed through both 1H and 13C NMR spectroscopy.