New routes to hexaphenylbenzene and HBCs
The aim of this project is to synthesize trigonally symmetrical hexaphenylbenzene, a precursor to hexa-peri-hexabenzocoronene (HBC) which is aimed to be obtained as the final product, with a novel starting material deoxybenzoin. Since the conventional acid and base catalyzed trimerisations have been...
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| Format: | Final Year Project |
| Language: | English |
| Published: |
2010
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| Online Access: | http://hdl.handle.net/10356/35688 |
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| Institution: | Nanyang Technological University |
| Language: | English |
| Summary: | The aim of this project is to synthesize trigonally symmetrical hexaphenylbenzene, a precursor to hexa-peri-hexabenzocoronene (HBC) which is aimed to be obtained as the final product, with a novel starting material deoxybenzoin. Since the conventional acid and base catalyzed trimerisations have been proved unsuccessful for deoxybenzoin, two new reaction routes are proposed and investigated for the adoption of deoxybenzoin in the trimerisation.
In this report, the organic synthesis methodology composed of purifications and characterizations will be introduced and recognized as the crucial fundamental technique to secure the yield of the product.
The first approach is to apply the Wittig Condensation to deoxybenzoin. There remains a large space for the purification where the difficulties lay to improve the yield, albeit, the characterization results showed the presence of hexaphenylbenzene clearly. The second approach is to make modification to deoxybenzoin and follow the conventional acid catalyzed trimerisation, which may possibly overcome the obstacles in the synthesis tried before.
In the end, a new method was proposed as an alternative way to synthesis trigonally symmetrical hexaphenylbenzene and its feasibility to be tested in the future. |
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