A theoretical study on the reaction of diazocompounds with C-70 fullerene

作者：Rostami Zahra; Hosseini Javad; Panahyab Ataollah

来源：Applied Surface Science, 2017, 394: 178-182.

DOI：10.1016/j.apsusc.2016.10.061

• Fullerene
• DFT
• Cycloaddition
• Nanostructure

Using density functional theory calculations, we investigated the chemical functionalization of a C-70 fullerene with diazocompounds which has been reported experimentally. The results indicate that the [5,6]-bond of the apex of C-70 is more reactive than the equatorial bonds toward the cycloaddition of the diazocompounds. The energetic stability of phenyl C-71 butyric acid methyl ester (PCBM)-type [5,6]fulleroids (products) shows the same trend (1 > 2 > 3 > 4) to that observed experimentally. The reaction energy for different isomers of [5,6]-fulleroids is in the range of -23.3 to -37.7 kcal/mol. Our frontier molecular orbital analysis explains the experimentally observed UV-vis spectrums and confirmed the formation of [5,6]-fulleroids rather than [6,6]-methanofullerenes. The electron-hole pair binding energy for C-70 is calculated to be about 0.6 to 0.9 eV. Theoretical H-1-nuclear magnetic resonance (NMR), in good agreement with the corresponding experimental data, was used to more investigate the structure of the most stable complex.

• 出版日期2017-2-1