氰基富勒烯[60]和1,2-二氰基富勒烯[60]的合成和表征

亲核加成是Fullerene[60]典型、特征的反应,由于富勒烯分子有很多反应活性点,大多数亲核取代发生多元加成,生成难分离的混合物。Fullerene[60]和氰化钠的加成反应证明:以N,N-二甲基甲酰胺和邻二氯苯为混合溶剂,氰基负离子(CN-)与C60能发生可控的一元亲核加成反应,生成[C60(CN)]-,不分离此中间体,直接加入三氟乙酸得到产物C60(CN)H;如果在C60(CN)-的溶液中加入对甲苯磺酰氰,可高收率地得到C60(CN)2。利用1H NMR、质谱、元素分析对产物的组成和结构进行了确认和鉴定。

The Synthesis and Characterization of Cyanofullerene and 1,2-Dicyanofulleren

Nucleophilic addition is a characteristic reaction of a buckminsterfullerene.However,the addition of nucleophiles to C60,in most cases leads to a myriad of different polyadducts which are difficult to separate into isomerically pure compounds.The addition of NaCN to C60 revealed that the controllable mono-adduction of CN to C60 was obtained,which produced only C60（CN）-,using the mixture of DMF and 1,2-dichlorobenzene（ODCB） as the solvent.Without separation,protonation of C60（CN）-with trifluoroacetic acid produced C60（CN）H as the single isomer.When C60（CN）-was treated with tosyl cyanide at room temperature,the C60（CN）2 was formed,as a single isomer,in high yield.The products were characterized by 1H NMR,ESI-MS and elemental analysis.