Department of Chemistry, Columbia University, New York, New York 10027, USA.
Org Lett. 2012 Aug 3;14(15):3822-5. doi: 10.1021/ol3013155. Epub 2012 Jul 17.
H(2)O@C(60) derivatives covalently linked to a nitroxide radical were synthesized. The (1)H NMR of the guest H(2)O revealed the formation of many isomers with broad signals. Reduction to the diamagnetic hydroxylamines sharpened the (1)H NMR signals considerably and allowed for an "isomer count" based on the number of observed distinct signals. For H(2)O@K-8, 17 positional isomeric nitroxides are predicted, not including additional numbers of regioisomers; indeed, 17 signals are observed in the (1)H NMR spectrum.
将水合@C(60)衍生物与氮氧自由基共价连接合成。客体 H(2)O 的(1)H NMR 显示出许多具有宽信号的异构体的形成。还原为抗磁性羟胺使(1)H NMR 信号大大锐化,并可以根据观察到的不同信号的数量进行“异构体计数”。对于 H(2)O@K-8,预测存在 17 个位置异构体的氮氧化物,不包括额外数量的区域异构体;实际上,在(1)H NMR 谱中观察到 17 个信号。