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摘要关于P-C键结构的有机化合物，对于人类各个领域都是极其有用的，例如含有P-C键结构的膦酸酯以及芳基氧膦类化合物在医药、农药方面的具有很大的用处。此外，在工业上，含芳基氧膦结构的化合物也常用于阻燃剂，聚合物添加剂以及光电材料等方面的应用。近三十年来，采用简单金属催化的方法来构建C-X键已经得到了深入而广泛的研究，并取得了一系列的突破，在有机合成中拥有着很大的优势，极大地催动了现代有机化学的发展。在这样的形势下，使用简单金属催化的的方法来构建P-C键化合物，因其具有高效、高选择性等特点而成为了近年来研究的热点。本论文主要研究Ni，Zn催化二苯基磷氧对1溴代萘的模型反应。8597
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本毕业论文首先选择二苯基磷氧为反应物对1-溴代萘作为模型反应来进行P-C键构建，选择不同溶剂、碱、配体、反应温度和反应时间来观察对反应的影响，以此来选取最优的反应条件。通过对反应条件的筛选，选择Ni,Zn做为催化体系，Cs2CO3为碱，甘油作为反应溶剂，浴温100℃无配体反应作为最优反应条件。此反应中，选择甘油作为溶剂是一项有意义的尝试，因为甘油是一种绿色低毒的有机物，其作为极性分子能够溶解许多极性有机化合物，也包括无机化合物中的盐，酸，碱，酶和过渡金属配合物。此外作为有机物质，甘油的极性又与水等离子化合物类似，能与其互溶，所以甘油可以在相萃取过程中，通过加水从液-液相中萃取来进行分离。在工业宏观生产中，甘油也是普遍优先选择的溶剂，它的自带催化效果，绿色环保以及能够作为废液回收都是当今化工领域重视的环节。因此，用甘油作为溶剂，不仅是构建P-C键反应条件的探索，而且还可对于以后的工业生产进行铺垫。
关键词：二苯基磷氧，甘油，Ni，Zn催化，P-C键构建
Abstract
Summary of key structure of organic compounds on the P-C, for humans are extremely useful in all fields. P-C key structures such as those containing phosphonate and aryl phosphine oxide compounds in the pharmaceutical, pesticide use has great respect. In addition, in the industry, containing aryl phosphine oxide compounds are also commonly used in the structure of a flame retardant polymer additives and the application of optical materials. Nearly three decades, using a simple method to construct metal-catalyzed C-X bond has been thorough and extensive research, and made a series of breakthroughs in organic synthesis has a great advantage, greatly pushed the modern organic the development of chemistry. In such a situation, the use of simple metal-catalyzed approach to building PC bond compounds, because of its high efficiency, high selectivity and other characteristics made in order to research hotspot in recent years. In this thesis, we mainly researsh diphenylphosphine oxide on 1-bromonaphthalene model reaction with the catalytic of Ni, Zn.
In this thesis, first select Diphenylphosphine oxide as reactants to one -bromonaphthalene as a model reaction for PC key building. We select a different solvent, base, ligands, reaction temperature and reaction time to observe the effect on the reaction, in order to select the optimal reaction conditions. Through screening of the reaction conditions, we select Ni, Zn as the catalyst system, Cs2CO3 as base, glycerin as a reaction solvent, a bath temperature of 100 ℃ ligand-response as the optimum reaction conditions. In this reaction, It is a meaningful attempt to select glycerin as the solvent, because glycerol is a green toxic organic compounds, which the polar molecules can dissolve many polar organic compounds, including inorganic compounds, salts, acids, base, enzymes and transition metal complexes. In addition, as organic substances,the polar of glycerol,is similar as water and other ionic compounds, and soluing with each other, so that in the phase extraction processing, glycerol can be separated by adding water to be extracted from the liquid - liquid extraction. In industrial macro-production, glycerol is generally preferred solvent, its the catalytic effect, green and waste recycling are important aspects of today's chemical industry. Therefore, the use of glycerol as a solvent, is not only to build P-C key reaction conditions of exploration, but also it can be bed for the future of industrial production for bedding.
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