畢業論文

打賞
當前位置: 畢業論文 > 化學論文 >

過渡金屬催化C(sp3)-X鍵的合成方法探索

時間:2019-03-31 21:08來源:畢業論文
無催化劑時,以TsOR為原料和S粉、二苯基氫膦反應,在堿Cs2CO3,溶劑H2O和浴溫65℃時得到P-S-C鍵鍵合的產物。經過磷譜、氫譜、碳譜分析,推測得到了該化合物的結構

摘要:由于P-C鍵所具有的優異性能,使得含有P-C鍵的有機膦化合物在有機合成、催化、功能材料以及藥物化學等領域受到廣泛應用。例如,含有膦酸基團(R-PO(OH)2) 結構的藥物被廣泛用于糖尿病、心力衰竭、癌癥、瘧疾、艾滋病。此外,含磷有機阻燃劑,因其無毒無害,并且具有良好的阻燃效果,得到了廣泛的研究和使用。近十年來,從過渡金屬鈀催化到銅催化,再到鎳催化,過渡金屬催化C-P已受到了深入而廣泛的研究,并取得了巨大的成就。但是,傳統構建P-C鍵的方法并不能滿足合成具有更多官能團化的有機磷化合物的要求,且對于碳雜鍵(C-X)的反應研究還不夠多。
本論文首先選擇對甲苯磺酰基保護的乙醇胺在對甲苯磺酰氯活化后對磷試劑、硫粉反應作為模型反應來進行構建P-S-C鍵,選擇不同的溶劑、堿、配體、反應溫度和反應時間來觀察對反應的影響,以此來選取最優的反應條件。通過對反應的條件的篩選,我們發現無催化劑時,以TsOR為原料和S粉、二苯基氫膦反應,在堿Cs2CO3,溶劑H2O和浴溫65℃時得到P-S-C鍵鍵合的產物。經過磷譜、氫譜、碳譜分析,推測得到了該化合物的結構。通過對反應條件的篩選,最終得到了最優的實驗條件。此反應中,選擇水作為溶劑是一項有意義的嘗試,因為水作為一種綠色無毒的化合物,其作為極性分子能溶解許多極性的有機化合物,也包括無機化合物中鹽、酸、堿、酶和過渡金屬配合物。該反應模型下P-S-C鍵的構建為碳雜鍵(C-X)的構建提供了新思路,并且是綠色化學上的一個很大發現。34163
畢業論文關鍵詞:磷試劑;乙醇胺;P-S-C鍵構建;最優條件;模型反應
源¥自%六:維;論-文'網=www.aftnzs.live

Synthesis of transition metal-catalyzed carbon-heteroatom bond compound
Abstract:Since the phosphorus-carbon has excellent properties such organophosphorus compounds containing phosphorus-carbon bonds in organic synthesis, catalysis, functional materials and medicinal chemistry, and other fields are widely used. For example, containing phosphate groups (RPO(OH)2) the structure of the drug is widely used in diabetes, heart failure, cancer, malaria, AIDS. In addition, phosphorus-containing organic flame retardant, its non-toxic and has good flame retardant effect, has been widely studied and used. Over the past decade, from a catalytic transition metal palladium to copper catalysis, to the nickel catalyst, transition metal catalyzed phosphorus-carbon bond has been a thorough and extensive research, and has made tremendous achievements. However, the conventional way to build phosphorus-carbon bond does not meet the requirements of more functional synthesis of organic phosphorus compound, and the carbon hybrid bond (carbon-heteroatom) reaction studies are not enough.
This paper first choice tosyl protected ethanolamine chloride in toluene after activation of phosphorus reagent, sulfur powder reaction reaction as a model to build phosphorus-sulfur-carbon bonds to select different solvents, bases, ligands, reaction temperature and reaction time to observe the effects on the reaction, in order to select the optimal reaction conditions. By screening of reaction conditions, we have found no catalyst, and sulfur as the raw material powder TsOR, diphenyl hydrogen phosphonate reaction, a base Cesium carbonate, water, and the solvent at a bath temperature of 65 degrees phosphorus-sulfur-carbon bonds together to obtain a product. After phosphorus spectrum, NMR, 13C NMR analysis, suggesting that the structure of the compound obtained. By screening of reaction conditions, and ultimately we get the optimal experimental conditions. This reaction, choose water as a solvent is an interesting attempt, because water as a green non-toxic compound, as polar molecules can dissolve many polar organic compounds, inorganic compounds including salts, acids, bases, enzymes and transition metal complexes. This reaction model phosphorus-sulfur-carbon bonds carbon hybrid bond (carbon-heteroatom) constructed a new idea, and is a great find green chemistry. 過渡金屬催化C(sp3)-X鍵的合成方法探索:http://www.aftnzs.live/huaxue/20190331/31614.html
------分隔線----------------------------
推薦內容
双色球走势图带连线