†Department of Chemistry, University of Texas at El Paso, 500 West University Avenue, El Paso, Texas 79968, United States.
‡Department of Chemistry, University of California at Davis, One Shields Avenue, Davis, California 95616, United States.
J Am Chem Soc. 2015 Jun 17;137(23):7502-8. doi: 10.1021/jacs.5b03768. Epub 2015 Jun 4.
The regioselective synthesis of easily isolable pure bismethano derivatives of C60 and C70 with high steric congestion is described using 1,3-dibenzoylpropane bis-p-toluenesulfonyl hydrazone as the addend precursor. When the addition occurs at two [6,6] ring junctions within the same hexagon, bisadducts with mirror symmetry are obtained for both C60 and C70. When the addition occurs at two [5,6] ring junctions in C60, a symmetrical adduct is formed, which readily undergoes photo-oxygenation and ring opening to yield a fullerene with a hole in the cage. In this work, we also propose a simple and general system to name all of the possible [6,6] bisadduct isomers on C70.
描述了使用 1,3-二苯甲酰基丙烷双对甲苯磺酰腙作为加合物前体，对 C60 和 C70 进行高空间位阻的易分离纯双甲烷衍生物的区域选择性合成。当加成发生在同一六边形的两个 [6,6] 环结上时，对于 C60 和 C70 都得到具有镜面对称性的双加合物。当加成发生在 C60 的两个 [5,6] 环结上时，形成对称的加合物，它容易进行光氧化和开环，生成笼中有孔的富勒烯。在这项工作中，我们还提出了一个简单而通用的系统，用于命名 C70 上所有可能的 [6,6] 双加合物异构体。
