Zinc – catalyzed reduction of N – heterocycles
dc.contributor.author | Shakhman, Dinmukhamed | |
dc.date.accessioned | 2022-12-15T16:34:14Z | |
dc.date.available | 2022-12-15T16:34:14Z | |
dc.identifier.uri | http://hdl.handle.net/10464/17122 | |
dc.description.abstract | Novel bidentate amine – imine, and amido – imine ligands were synthesized. The former species was reacted with ZnMe2 to generate zinc methyl complex. The compound was fully characterized by 1H NMR and X – ray spectroscopy. The zinc methyl complex demonstrated rather limited catalytic activity in hydroboration and hydrosilylation of N – heterocycles. Consequently, a new zinc hydride complex was synthesized using an amido – imine ligand as a precursor. A series of nitrogen heteroaromatics were successfully hydroborated using catalytic amounts of zinc hydride species. Deuterium – labeling experiments, and kinetic studies allowed to get insights into the reaction mechanism. It was proposed that the hydride transfer proceeds via a six – membered transition state orchestrated by the Lewis acidic zinc – hydride complex. Another project was focused on the synthesis of a potentially redox “non – innocent” diimine ligand, using Arduengo’s diketone as the starting point. Attempts to install an imine moiety resulted in a surprising reaction outcome. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | Brock University | en_US |
dc.rights | CC0 1.0 Universal | * |
dc.rights.uri | http://creativecommons.org/publicdomain/zero/1.0/ | * |
dc.subject | Zinc | en_US |
dc.subject | Hydroboration | en_US |
dc.subject | Hydrosilylation | en_US |
dc.subject | N-heterocycles | en_US |
dc.title | Zinc – catalyzed reduction of N – heterocycles | en_US |
dc.type | Electronic Thesis or Dissertation | en_US |
dc.degree.name | M.Sc. Chemistry | en_US |
dc.degree.level | Masters | en_US |
dc.contributor.department | Department of Chemistry | en_US |
dc.degree.discipline | Faculty of Mathematics and Science | en_US |
refterms.dateFOA | 2022-12-15T16:34:15Z |