One-dimensional fragments of fullerene C60 that exhibit robustness toward multi-electron reduction and pronounced light absorption

16 August 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


Fullerenes are compelling molecular materials owing to their exceptional robustness toward multi-electron reduction. Although scientists have attempted to address this feature by synthesizing various fragment molecules, the origin of this electron affinity remains unclear. Several structural factors have been suggested, including high symmetry, curved structures, and five-membered ring substructures. To elucidate the role of the five-membered ring substructures without the influence of high symmetry and curved structure, we herein report the synthesis and electron-accepting properties of oligo(biindenylidene)s, a one-dimensional fragment of fullerene C60. Electrochemical studies corroborated that oligo(biindenylidene)s accept electrons equal to the number of five-membered rings in their main chains. Moreover, ultraviolet/visible/near-infrared absorption spectroscopy revealed that oligo(biindenylidene)s exhibit significantly enhanced absorption covering the entire visible region in relation to C60. These results highlight the significance of the pentagonal substructure for attaining stability toward multi-electron reduction and provide a new strategy for the molecular design of electron-accepting -conjugated hydrocarbons.


fullerene fragment
electron affinity

Supplementary materials

Supplementary Information
Experimental procedures and characterization data. Supplementary discussions 1–3, Figs. 1–42, Tables 1–14, and relevant references 1–6.


Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.