Macrocyclic polyether sulfides have been prepared by reacting an oligoethylene glycol dichloride with a dithiol or sodium sulfide in ethanol. The following new compounds were prepared: 1-thia-(9-crown-3), 1,4-dithia-(9-crown-3), 1,4-dithia-(12-crown-4), 1,4,7-trithia-(12-crown-4), 1-thia-(18-crown-6), I,4-dithia-(18-crown-6), 1,7-dithia-(18-crown-6), 1,4,7-trithia-(18-crown-6), 1,7-dithia-(21-crown-7), 1,4,7-trithia-(21-crown-7). Four other previously reported macrocyclic polyether sulfides were also prepared. The symmetry of the nmr spectra of these compounds give added evidence for the proposed ring structures. The following subjects were presented and discussed: studies of cyclization by-products, dependence of cyclization yield on the size of the rings, high dilution principle and its application, medium-sized rings, effect of hetero-atoms on cyclization and melting point correlations. Also included in the dissertation is a detailed review of the syntheses of macrocyclic sulfides.
| Identifer | oai:union.ndltd.org:BGMYU2/oai:scholarsarchive.byu.edu:etd-9236 |
| Date | 01 April 1974 |
| Creators | Hui, Yau-Kwong Joseph |
| Publisher | BYU ScholarsArchive |
| Source Sets | Brigham Young University |
| Detected Language | English |
| Type | text |
| Format | application/pdf |
| Source | Theses and Dissertations |
| Rights | http://lib.byu.edu/about/copyright/ |
Page generated in 0.0012 seconds