Functionalization of saturated bicyclic hydrocarbons: high temperature bromination

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2011

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Özer, Melek Sermin

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Although hydrocarbons are readily available and extremely cheap starting materials, they cannot be used in synthetic chemistry without prior activation. The selective functionalization of saturated hydrocarbons under mild conditions is of both biochemical and industrial importance. Initially, saturated hydrocarbons such as octahydro-1H-indene 80, octahydro-1H-4,7-methanoindene 81 and bicyclo[4.2.0]octan-7-one 82 were synthesized as starting materials. Then high temperature bromination reactions of these saturated hydrocarbons as a method for C-H bond activation have been investigated and the synthetic application of the formed intermediates has been searched. Furthermore, the role of the alkyl substituents in tricyclic systems and the effect of carbonyl group in bicyclo[4.2.0] octan-7-one 82 have been studied and the mechanism for the formation of the products have been discussed. Finally, whole products were conscientiously purified and characterized.

Subject Keywords

Hydrocarbons.

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http://etd.lib.metu.edu.tr/upload/12612938/index.pdf
https://hdl.handle.net/11511/20376

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Graduate School of Natural and Applied Sciences, Thesis

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Citation Formats

M. S. Özer, “Functionalization of saturated bicyclic hydrocarbons: high temperature bromination,” M.S. - Master of Science, Middle East Technical University, 2011.