α-Epimerisation has been found to be absent in the reactions of threo-1,2-diphenyl-1-propyltrimethylammonium ion and its -2-d₁ analogue with t-butoxide ion in t-butyl alcohol at 30ºC. The formation of trans-α-methylstilbene, cis-α-methylstilbene and threo-N,N-dimthyl-1,2-diphenyl-1-propylamine has been associated with anti-elimination, syn-elimination and with nucleophilic substitution at a N-methyl carbon atom, respectively, and interpreted in terms of structural and medium features of the reactions. The β-hydrogen isotope effects for anti- and syn-elimination have been associated with reactant-like and product-like transition states, respectively, for these reaction modes. / Thesis / Master of Science (MSc)
| Identifer | oai:union.ndltd.org:mcmaster.ca/oai:macsphere.mcmaster.ca:11375/18589 |
| Date | 04 1900 |
| Creators | Lau, Lawrence |
| Contributors | Bourns, A.N., Chemistry |
| Source Sets | McMaster University |
| Language | English |
| Detected Language | English |
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