Punching a Carbon Atom of C₆₀ into its Own Cavity to Form an Endohedral Complex CO@C₅₉O₆ under Mild Conditions

Abstract

Punching the ball: By using multistep chemical reactions as a “can opener”, a half circle opening is cut around a pentagon in C60 to form an open‐cage fullerene with an 18‐membered orifice. During the process, one carbon atom in the fullerene skeleton is eliminated into the cavity as carbon monoxide to form a stable endohedral complex CO@C59O6 (see figure). The single‐crystal X‐ray structure shows that the trapped carbon monoxide has strong dipole–dipole interaction with the cage.

Peroxide‐Mediated Selective Cleavage of [60]Fullerene Skeleton Bonds: Towards the Synthesis of Open‐Cage Fulleroid C55O5

“…The aforementioned compound 13 was prepared through a cage‐opening rearrangement process involving hydroxylamine . Thionyl chloride reacts with the hydroxylamino group in 26 to form the aminooxysulfinic chloride intermediate (Scheme ).…”

Construction of a Metal‐Free Electron Spin System by Encapsulation of an NO Molecule Inside an Open‐Cage Fullerene C60 Derivative

“…Thes tructures of NO@2 adopting conformations of N-up and O-up were optimized at UB3LYP-D3/6-31G(d,p) [19] and UM06-2X/6-31G(d). [23] Thei ntramolecular hydrogen-bonding structure is less likely,accounting for the X-ray structure. These results exhibit that the NO rotates freely inside the carbon cage even at 100 K. This stands in sharp contrast to the report by Gan and co-workers that aC Om olecule adopts only one orientation in their open-cage C 60 derivative.…”

Hydrolysis‐Initiated Domino Process on the Rim of Open‐Cage C60 Derivatives Including Decarbonylation and Double Dehydration

“…reported an unprecedented rearrangement process for a C 60 open‐cage derivative under photochemical conditions . Some unusual reactions were also reported in our work with open‐cage fullerenes . It remains a difficult task to rationally design reaction pathways for open‐cage derivatives.…”