I. Synthesis and ring-opening polymerization of cationic divalent metal complexes supported by NEN-pincer ligands (E = O, S, Se); II. Semisynthesis strategies for the generation of cannabinoids and related derivatives
Webb, Dylan James
University of Lethbridge. Faculty of Arts and Science
Lethbridge, Alta. : University of Lethbridge, Dept. of Chemistry and Biochemistry
Part I describes the synthesis of neutral bis(phosphinimine) NEN-pincer ligands. The ligands vary at the neutral central donor, E, the flanking aromatic group, and P-substituents. Cationic alkyl and phenoxide zinc complexes of this ligand system were synthesized to understand the steric and electronic factors that govern the complexes capacity to serve as catalysts for the ring-opening polymerization of ε-caprolactone. Part II describes the semisynthetic strategies for the generation of the major cannabinoids (9THC and CBD), and the lower abundant cannabinoids 8THC and CBN. Lesser-known cannabinoids and related derivatives were also prepared. Their in vitro chemotherapeutic action to breast cancer cells is described, attempting to decipher a relationship to chemical structure. Other investigations include computational analysis and reduction of the ortho-quinoids. A quantitative NMR procedure was used to determine purity of cannabinoids extracted. Compounds were characterized via multi-dimensional and multi-nuclear NMR spectroscopy, elemental analysis, and, where possible, single-crystal X-ray diffraction experiments.
coordination chemistry , organic synthesis , polymer chemistry , Organic compounds--Synthesis , Coordination compounds , Polymerization , Cannabinoids--Synthesis , Cannabinoids--Derivatives , Ligands , Dissertations, Academic