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The Study on Nucleophilic Substitution Reaction of Perchlorinated Fullerene Fragments

Author: WangXiaoFeng
Tutor: ZhengLanZuo;DengShunLiu
School: Xiamen University
Course: Inorganic Chemistry
Keywords: perchlorinated carbon clusters nucleophilic substitution reactions synthesis
CLC: O621.25
Type: Master's thesis
Year: 2005
Downloads: 45
Quote: 0
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Abstract


Carbon clusters aggregated of carbon atoms ranging in size from several to tens for thousands of monomer units are widely researched in recent twenty years. While fullerene C60 and carbon nanotubes are the most interesting aspect focused on. Although various schemes have been put forward to explain the formation of fullerenes, there’re still some experimental results that can’t be explained by any single of those theories. The trapping of intermediates and fragments of fullerene in the formation process could help us to study the formation mechanism directly. The perchlorinated carbon clusters known as perchlorinated condensed ring arenas are that kind of fragments, so it is important to separate them from dozens of their homologens. In this dissertation we emphasized on the nucleophilic substitution reactions of perchlorinated carbon clusters (C10Cl8 and C16Cl10) in order to find some ways that may help us in separating process, and the results can be summarized as follow:⑴C10Cl8 and C16Cl10 have been synthesized by heating the solid mixture of phosphorus pentachloride (PCl5) and naphthalene(C10H8) or pyrene(C16H10) respectively in a sealed reaction vessels. Followed by washing, extraction and recrystallization pure products can be obtained.⑵Nucleophilic substitution reactions proceeded between perchlorinated carbon clusters (C10Cl8 and C16Cl10) and sodium 4-methoxybenzenethiolate and sodium benzenethiolate respectively, and three crystal structures were obtained. Nucleophilic substitution reactions proceeded between perchlorinated carbon clusters (C10Cl8 and C16Cl10) and sodium 4-tert-butylphenolate, sodium 4-methoxyphenolate, sodium phenolate respectively. And the influence of reaction time, temperature and solution effect has also been studied. Nucleophilic substitution reactions proceeded between perchlorinated carbon clusters (C10Cl8

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Properties of organic compounds > Chemical properties of organic reactions
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