Synthesis and first X-ray structure of a hexa-peri-hexabenzocoronene–fullerene-dyad: a model for an inter-carbon-allotrope hybrid?

Faraday Discussions Pub Date: 2014-05-28 DOI: 10.1039/C4FD00069B

Abstract

The synthesis of a new hexa-peri-hexabenzocoronene (HBC)–fullerene dyad 1 was accomplished involving a covalent linkage between both the planar and the spherical conjugated π-system of the two chromophores. We also present the first X-ray single crystal structure of a HBC–fullerene conjugate. A very short HBC–fullerene distance of 3.2 ? is observed. For the synthesis of this molecule, a new versatile applicable template, namely, a mono-functionalized hexa-peri-hexabenzocoronene 7 was attached to a fullerene. Absorption and fluorescence spectroscopy, as well as quantum yield measurements of 1, indicated close electronic communication between the two subunits, which is promising for possible applications in molecular electronics.

Recommended Literature