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富勒烯官能化合物所具有的特殊性质和潜在应用,使富勒烯成为人们研究的热点。文献已经报道了许多制备C_60衍生物的环加成反应,其中C_(60)与含氮1.3-偶极的[2+3]环加成反应产率高,选择性好。我们课题组曾经利用甘氨酸合成了一系列C_(60)吡咯环衍生物,在此基础上我们利用脯氨酸合成了新的一类C_(60)衍生物,发现新合成产物的两个顺反异构体的偶极距有较大的差别,能够用简单方法将之分离。用~1H NMR,~(13)C NMR,FDMS,UV-Vis等光谱手段对新合成的化合物进行了表征,并在HP9000工作站上利用Ceruis2的Gaussian94软件包中的MINDO/3量子化学方法计算了产物的偶极距。 化合物1,2A,2B,3A,3B的合成反应过程见图1。化合物1的制备方法如下:将C_(60)40mg
The unique properties and potential applications of fullerene functional compounds make fullerenes a hot research topic. The literature has reported many cycloaddition reactions for the preparation of C_60 derivatives, in which the [2 + 3] cycloaddition reaction of C_ (60) with nitrogen-containing 1.3-dipoles yields high selectivity and selectivity. Our group used glycine to synthesize a series of C_ (60) pyrrole ring derivatives. Based on this, we synthesized a new class of C_ (60) derivatives using proline and found that the two cis Isomers dipole pitch have a greater difference, can be separated by simple methods. The newly synthesized compounds were characterized by ~ 1H NMR, ~ 13 C NMR, FDMS and UV-Vis spectroscopy and calculated by MINDO / 3 quantum chemistry method on the HP9000 workstation using the Gaussian94 package of Ceruis2 The product of the dipole moment. Synthesis of compounds 1, 2A, 2B, 3A, 3B reaction process shown in Figure 1. Compound 1 was prepared as follows: C_ (60) 40mg