A thesis submitted in fulfilment of the requirements for the degree Magister Technologiae
(Chemistry) in the Faculty of Applied Sciences, Department of Chemistry, Cape Peninsula
University of Technology, 2008 / Green et al. attempted to synthesize linear naphthopyranquinones from a naphthyl dioxolane
using a TiCl4 as a catalyst. They managed to synthesise an angular naphthopyran as well as
a linear naphthopyran in low yield. They showed that reducing the steric strain at position 1
of the naphthyl dioxolane afforded a low percentage yield of the linear naphthopyran plus an
angular one.
This thesis describes the synthesis of linear naphthopyrans with an improved percentage
yield using TiCl4 as a catalyst. This was achieved by placing a OMe group of less steric
hinderance at position 1 and a Br atom at position 4 of a naphthyl dioxolane. The OMe group
at position 1 was to allow isomerisation to occur at position 2, and the Br atom was to inhibit
isomerisation at position 4, thereby inhibiting the formation of the angular naphthopyran.
| Identifer | oai:union.ndltd.org:netd.ac.za/oai:union.ndltd.org:cput/oai:localhost:20.500.11838/749 |
| Date | January 2008 |
| Creators | Mei, Mawonga N. |
| Contributors | Hugo, V., Prof |
| Publisher | Cape Peninsula University of Technology |
| Source Sets | South African National ETD Portal |
| Language | English |
| Detected Language | English |
| Type | Thesis |
| Rights | http://creativecommons.org/licenses/by-nc-sa/3.0/za/ |
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