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http://hdl.handle.net/11375/18589
Title: | β-Hydrogen Isotope Effects in the Elimination Reaction of threo-1,2-Diphenyl-1-propyltrimethylammonium Iodide. |
Authors: | Lau, Lawrence |
Advisor: | Bourns, A.N. |
Department: | Chemistry |
Keywords: | chemistry;β-hydrogen isotope;elimination reaction;threo-1,2-diphenyl-1- propyltrimethylammonium iodide |
Publication Date: | Apr-1974 |
Abstract: | 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. |
URI: | http://hdl.handle.net/11375/18589 |
Appears in Collections: | Open Access Dissertations and Theses |
Files in This Item:
File | Description | Size | Format | |
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Lau_Lawrence_1974Apr_MSc.pdf | 32 MB | Adobe PDF | View/Open |
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