TitleNew reactions, mechanisms, and stereochemical theory in organic chemistry
NameKolakowski, Robert Vincent (author), Williams, Lawrence J (chair), Knapp, Spencer (internal member), Seidel, Daniel (internal member), Shaw, Scott (outside member), Rutgers University, Graduate School - New Brunswick,
Degree Date2010-10
Date Created2010
SubjectChemistry and Chemical Biology,
Chemistry, Organic,
Stereochemistry,
Allene
DescriptionHere we describe a new method for the formation of allenes utilizing a Grob-like fragmentation along with a mechanistic study. The mechanism of the azide and thio acid amidation is presented. This mechanism was found to go through a thiatriazoline, and the reaction was successfully extended to the isoelectronic coupling of dithio acids with azides to form thioamide. Finally, distortional asymmetry is presented as new model for understanding stereoselectivity in sterically unbiased systems. This model deomonstrates that small ground state perturbations can lead to significant energy differences between diastereomeric tranistion states.
NotePh.D.
NoteIncludes bibliographical references
NoteIncludes vita
Noteby Robert Vincent Kolakowski
Genretheses
Persistent URLhttp://hdl.rutgers.edu/1782.1/rucore10001600001.ETD.000056477
Languageeng
CollectionGraduate School - New Brunswick Electronic Theses and Dissertations
Organization NameRutgers, The State University of New Jersey
RightsThe author owns the copyright to this work.