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用硝基苄基鏻与取代苯甲醛经Wittig反应合成了一系列含硝基的二苯乙烯型化合物.研究表明,用硝基苄基鏻在二氯甲烷中进行这类Wittig反应时,随着苯甲醛的取代基不同,得到二苯乙烯主要产物的构型不同,取代基为NMe2,OMe,Me,Cl,H等时主要得到E式产物,取代基为CN和NO2等时主要得到Z式产物;进一步比较3种苄基鏻原料分别与6种不同取代苯甲醛反应后产物的Z/E比,发现用含硝基的苄基鏻作原料时,随苯甲醛上取代基的吸电子效应减小,产物的Z/E比也减小,而用苄基鏻或对甲基苄基鏻作原料时,没有观察到这种Z/E比减小的趋势.通过测定产物的晶体结构,确证了6个目标化合物的分子构型,另外通过核磁共振谱、气-质联用色谱、紫外光谱和红外光谱对各二苯乙烯化合物的结构进行了详细表征.
A series of nitryl-containing stilbene-type compounds were synthesized by Wittig reaction of nitrobenzylphosphonium and substituted benzaldehydes. The results show that with Wittig reaction of nitrobenzylphosphonium in dichloromethane, Benzaldehyde with different substituents to give the main products of stilbene different configurations, the main substitute for the NMe2, OMe, Me, Cl, H and other products mainly E, CN and NO2 substituents such as when the main Z The products were further compared with Z / E ratios of the three benzylphosphonium materials reacted with six different substituted benzaldehydes respectively. It was found that with the benzyl phosphonium containing nitro group as the starting material, the electron-withdrawing effect of the substituents on the benzaldehyde Decreases, and the Z / E ratio of the product also decreases, whereas no reduction in the Z / E ratio is observed when using benzylphosphonium or p-methylbenzylphosphonium as raw materials.By measuring the crystal structure of the product, The molecular structures of the six target compounds were confirmed, and the structures of each stilbene compound were characterized in detail by nuclear magnetic resonance spectroscopy, gas chromatography-mass spectrometry, ultraviolet spectroscopy and infrared spectroscopy.