The synthesis of the sulfur homocycles S6, S9, S10, S12 and S20, which belong to the group of sulfur allotropes, has been achieved based on existing procedures. Polymeric sulfur Smu was also prepared. / The parameters of a small scale model reaction between 2,3-diphenyl-1,3-butadiene and S10 were optimized. Products were identified and 1H-NMR yields were calculated by comparison with an internal standard. The experimental parameters of this model served as a base for further reactions of S 10 with a variety of simple or conjugated olefins. The products of these reactions were fully isolated and characterized using standard spectroscopic techniques. The structures of a new bis-sulfurated compound having a norbornane framework and of the product obtained from the dimerization of norborn-5-ene-2,3-dithiol were also confirmed by single crystal X-ray crystallography. / The sulfur homocycles S9, S12 and S20 were also found to react with norbornene and two different 1,3-dienes. Products were identified and 1H-NMR yields for these small scale reactions were calculated by internal standard comparison. Differences and similarities with the products obtained with S10 are discussed. Sulfuration efficiencies of the different allotropes towards selected substrates are also compared. / A mechanistic study was carried out. The implication of sulfur radicals in the thermal decomposition of S10 has been suggested. Reaction mechanisms accounting for the formation of the different products observed are proposed.
| Identifer | oai:union.ndltd.org:LACETR/oai:collectionscanada.gc.ca:QMM.38218 |
| Date | January 2001 |
| Creators | Leste-Lasserre, Pierre. |
| Contributors | Harpp, D. N. (advisor) |
| Publisher | McGill University |
| Source Sets | Library and Archives Canada ETDs Repository / Centre d'archives des thèses électroniques de Bibliothèque et Archives Canada |
| Language | English |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
| Format | application/pdf |
| Coverage | Doctor of Philosophy (Department of Chemistry.) |
| Rights | All items in eScholarship@McGill are protected by copyright with all rights reserved unless otherwise indicated. |
| Relation | alephsysno: 001873567, proquestno: NQ78714, Theses scanned by UMI/ProQuest. |
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