间位基团对二取代二苯乙烯还原电位的影响

来源 :湖南科技大学学报(自然科学版) | 被引量 : 0次 | 上传用户:judas8023
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合成了41个模型化合物,3,4’-二取代二苯乙烯(m-XSBY-p),经1H NMR和13C NMR进行分子结构表征.测得这些模型化合物在无水乙腈中还原电位ERed,采用取代基X,Y的Hammett电子效应常数和激发态取代基常数,对测定的ERed进行定量相关分析,得到定量方程的标准偏差只有0.063 V,落在实验误差范围内.结果表明,模型化合物的ERed受到Hammett电子效应常数和激发态取代基常数的共同影响;相比对位取代基团Y,间位取代基X的电子效应对ERed有重要影响,吸电子效应它使ERed升高,化合物易于还原;而对位基团Y的电子效应对ERed的影响很小,可以忽略. 41 model compounds, 3,4-disubstituted stilbene (m-XSBY-p) were synthesized and characterized by 1H NMR and 13C NMR.The ERs of these model compounds were measured in anhydrous acetonitrile, Quantitative correlation analysis of the measured ERed with the Hammett electron-effect constants and the excited-state substituent constants of the substituents X and Y gave a standard deviation of the quantitative equation of only 0.063 V and fell within the experimental error range. The results showed that the model compounds ERed is influenced by both the Hammett electron effect constant and the excited state substituent constant; the electron effect of the meta-substituent X has a significant effect on ERed compared to the para substitution group Y. The electron-withdrawing effect increases ERed and the compound is susceptible to ERed Reduction; and the electronic effect of the para-position Y on the ERed small, negligible.
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