Photoswitchable Norbornadiene-Quadricyclane Interconversion Mediated by Covalently Linked C₆₀.

ABSTRACT: The synthesis and properties of various norbornadiene/quadricyclane (NBD/QC) fullerene hybrids are reported. By cyclopropanation of C₆₀ with malonates carrying the NBD scaffold a small library of NBD-fullerene monoadducts and NBD-fullerene hexakisadducts was established. The substitution pattern of the NBD scaffold, as well as the electron affinity of the fullerene core within these hybrid systems, has a pronounced impact on the properties of the corresponding energy rich QC derivatives. Based on this, the first direct photoisomerization of NBD-fullerene hybrids to their QC derivatives was achieved. Furthermore, it was possible to use the redox-active fullerene core of a QC-fullerene monoadduct to enable the back reaction to form the corresponding NBD-fullerene monoadduct. Combi

SUBMITTER: Lorenz P 

PROVIDER: S-EPMC7216957 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature