Original Article:
Stereoselective synthesis of cyclopentafullerenes: the reaction of [60]fullerene with aldehydes and triethylamine promoted by magnesium perchlorate
Meng Zhang et al.
New J. Chem. 2018, 42, 9291-9299.
10.1039/C8NJ01578C
Magnesium perchlorate (Mg(ClO4)2)-mediated reactions of [60]fullerenes with aldehydes and triethylamine under air conditions provided a series of rare cyclopentafullerenes. This work investigates a range of reaction conditions and reaction ranges. It was shown that, as a typical example, 36% of cis-3a was isolated by reacting C60, benzaldehyde, triethylamine, and Mg(ClO4)2 in a molar ratio of 1:10:10:2 at 160 °C. In addition, functional groups such as Cl, Br, and NO2 are tolerated under appropriate reaction conditions and can be further transformed into other moieties. The functionalization of fullerenes with inexpensive and readily available aldehydes and amines has attracted increasing attention, and a large number of novel fullerene derivatives with structural and functional diversity have been successfully prepared through this new strategy. Amino-substituted cyclopentafullerenes with wide structural diversity will provide a great opportunity for researchers in the field of organic solar cells and perovskite solar cells to design and synthesize a series of novel organic photovoltaic materials cyclopentafullerenes.
Chemicals Related in the Paper:
| Catalog Number | Product Name | Structure | CAS Number | Price |
|---|---|---|---|---|
| ACM10034818 | Magnesium perchlorate |  |
10034-81-8 | Price |
