摘要
为了考察取代基团对C60衍生物性质的影响,分别进行了一系列1,2-H(XPhCH2)C60(X=H,o-CH3,m-CH3,p-CH3,o-Br,m-Br,p-Br)的1H NMR、13C NMR和电化学循环伏安测试。结果表明,邻位取代基团对苄基中亚甲基氢原子和碳原子的核磁响应具有较大的影响,而取代基团位置对C60-H和C60 sp3碳原子核磁响应影响较小;在循环伏安中,苄基上的—CH3和—Br基团位置对C60衍生物的氧化还原电势并未表现出显著影响,但与1,2-H(PhCH2)C60相比,所有具有CH3PhCH2—基团的化合物氧化还原电势均表现出负移,而具有BrPhCH2—基团的化合物氧化还原电势均表现出正移,表明诱导效应是影响C60衍生物性质的主要因素,因此,可通过调控衍生物的电子结构来探究其性质。
In order to obtain a better understanding of the substituent effect on C60 derivatives,the 1H NMR,13C NMR and cyclic voltammetry of a series of 1,2-H（XPhCH2）C60（X=H,o-CH3,m-CH3,p-CH3,o-Br,m-Br,p-Br） derivatives have been examined.The results show that for NMR,the resonances of methylene protons and the methylene carbon atoms of the benzyls are affected significantly by the o-substituent,while the resonances of the fullerenyl protons and the C60 sp3 carbon atoms bonded to the addends are less affected by the o-,m-and p-substituent.As for the cyclic voltammetry,the redox properties of these derivatives are also less affected by the o-,m-and p-position difference of the substituent.However,the redox potentials of the derivatives containing CH3PhCH2— are shifted negatively,and the redox potentials of the derivatives containing BrPhCH2 are shift positively with respect to those of 1,2-H（PhCH2）C60.The results indicate that the inductive effect is probably the dominant factor in affecting the properties of C60 derivatives,which may be explored in modulating the electronic structure of C60 derivatives.
出处
《应用化学》
CAS
CSCD
北大核心
2011年第9期1041-1045,共5页
Chinese Journal of Applied Chemistry
基金
国家自然科学基金(20972150)资助项目
