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Volume 173, 2014
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Synthesis and first X-ray structure of a hexa-peri-hexabenzocoronene–fullerene-dyad: a model for an inter-carbon-allotrope hybrid

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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 Å 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.

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Publication details

The article was received on 16 Apr 2014, accepted on 28 May 2014 and first published on 28 May 2014


Article type: Paper
DOI: 10.1039/C4FD00069B
Citation: Faraday Discuss., 2014,173, 297-310
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    Synthesis and first X-ray structure of a hexa-peri-hexabenzocoronene–fullerene-dyad: a model for an inter-carbon-allotrope hybrid

    A. Kratzer, J. M. Englert, D. Lungerich, F. W. Heinemann, N. Jux and A. Hirsch, Faraday Discuss., 2014, 173, 297
    DOI: 10.1039/C4FD00069B

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