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Issue 86, 2016
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Photochemical site-selective synthesis of [70]methanofullerenes

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Abstract

Methanofullerenes such as the well-known [70]PCBM are commonly synthesized under harsh conditions to obtain the product as a mixture of site-isomers (namely α, β and minor γ) due to the D5h symmetry of the C70 cage. We report the first site-selective synthesis of [70]methanofullerenes under light irradiation and low temperatures, thus avoiding time-consuming and highly expensive HPLC separations. Pure major site-isomers α-[70]PCBM and α-[70]DPM have been thus efficiently prepared including the crystal structure of 5b. Photovoltaic preliminary results revealed a slightly beneficial performance for α-pure [70]PCBM site-isomer devices.

Graphical abstract: Photochemical site-selective synthesis of [70]methanofullerenes

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Supplementary files

Article information


Submitted
22 Jul 2016
Accepted
28 Sep 2016
First published
03 Oct 2016

Chem. Commun., 2016,52, 12733-12736
Article type
Communication

Photochemical site-selective synthesis of [70]methanofullerenes

S. Vidal, M. Izquierdo, W. K. Law, K. Jiang, S. Filippone, J. Perles, H. Yan and N. Martín, Chem. Commun., 2016, 52, 12733
DOI: 10.1039/C6CC06072B

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