A theoretical study on the functionalisation process of C18NB fullerene through its open [5,5] cycloaddition with 4-pyridine nitrile oxide

作者：Siadati Seyyed Amir^*; Alinezhad Miaad

来源：Progress in Reaction Kinetics and Mechanism, 2015, 40(2): 169-176.

DOI：10.3184/146867815X14262612008408

• C18NB fullerene
• functionalisation
• DFT
• open [5,5] cycloaddition

C-20 nanofullerene and its derivatives, as the smallest carbon cages, are amongthe most important compounds in the field of nanoscience. As a result, it is very important to find a procedure to functionalise these precious compounds to exploit their numerous benefits. So, in this study, the process was investigated of adding a functional group to one of the C-20 fullerene derivatives, via its open [5,5] cycloaddition reaction with 4-pyridine nitrile oxide. This showed that the open [ 5,5] cycloaddition reaction between 4-pyridine nitrile oxide and C18NB fullerene takes place with sufficient speed that would need no catalyst.
According to the calculations, a highly asynchronous concerted mechanism operates in this reaction. It seems that oxygen-boron interaction causes the mechanism to be asynchronous. All calculations were performed at the B3LYP/6311G(d,p) level of theory.

• 出版日期2015