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Issue 89, 2016
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Regio- and stereo-selective intermolecular [2+2] cycloaddition of allenol esters with C60 leading to alkylidenecyclobutane-annulated fullerenes

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Abstract

The intermolecular [2+2] cycloaddition of allenol esters, which were in situ generated by Pt-catalyzed 1,3-acyloxy migration of propargylic esters, with C60 proceeded regio- and stereo-selectively to give a novel class of alkylidenecyclobutane-annulated fullerenes. The cyclobutane-annulated fullerene derivatives have high-lying LUMO levels, which gave a high open-circuit voltage in organic solar cell applications. The observed high electron mobility provided a good fill factor compared with the PCBM-based devices.

Graphical abstract: Regio- and stereo-selective intermolecular [2+2] cycloaddition of allenol esters with C60 leading to alkylidenecyclobutane-annulated fullerenes

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Publication details

The article was received on 07 sep. 2016, accepted on 17 okt. 2016 and first published on 21 okt. 2016


Article type: Communication
DOI: 10.1039/C6CC07320D
Citation: Chem. Commun., 2016,52, 13175-13178
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    Regio- and stereo-selective intermolecular [2+2] cycloaddition of allenol esters with C60 leading to alkylidenecyclobutane-annulated fullerenes

    M. Ueda, T. Sakaguchi, M. Hayama, T. Nakagawa, Y. Matsuo, A. Munechika, S. Yoshida, H. Yasuda and I. Ryu, Chem. Commun., 2016, 52, 13175
    DOI: 10.1039/C6CC07320D

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