ABSTRACT
FUNCTIONALIZATION OF SATURATED HYDROCARBONS:
HIGH TEMPERATURE BROMINATION
Gü / nbaS, Duygu Deniz
M.S., Department of Chemistry
Supervisor: Prof. Dr. Metin Balci
June 2006, 174 pages
Although saturated hydrocarbons are readily available and extremely cheap starting materials, they can not be used in synthetic chemistry without prior activation. Efficient functionalization of alkanes leading to the production of useful organic chemicals in an industrial scale is of considerable interest for the chemical and pharmaceutical industries and remains a long-term challenge for chemists. In this respect, halogenations of hydrocarbons which leads to a variety of useful synthetic intermediates is an open avenue which deserves special attention.
It is also noteworthy to mention that efficient methods for selective functionalization of saturated bicyclic hydrocarbons still remains elusive, albeit a number of methods employing various reagents have been developed for the C& / #8211 / H bond activation of open chain and monocyclic alkanes.
Herein, we will investigate the high temperature bromination reactions as a method for functionalization of saturated bicyclic hydrocarbons such as octahydropentalene (1), octahydro-1H-indene (2) and 1a,2,7,7a-tetrahydro-1H-cyclopropa[b]naphthalene (3). The scope and the limitations of the reaction will reveal the regio-and stereoselectivity. Furthermore, formation mechanism of the products will be discussed and the chemistry of these compounds will be extended for further functionalization
| Identifer | oai:union.ndltd.org:METU/oai:etd.lib.metu.edu.tr:http://etd.lib.metu.edu.tr/upload/2/12607307/index.pdf |
| Date | 01 June 2006 |
| Creators | Gunbas, Duygu Deniz |
| Contributors | Balci, Metin |
| Publisher | METU |
| Source Sets | Middle East Technical Univ. |
| Language | English |
| Detected Language | English |
| Type | M.S. Thesis |
| Format | text/pdf |
| Rights | To liberate the content for METU campus |
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