Multifunctionalization of C70 at the two polar regions with a high regioselectivity via oxazolination and benzylation reactions

Shu-Hui Li; Zong-Jun Li; Takafumi Nakagawa; Il Jeon; Zheng Ju; Yutaka Matsuo; Xiang Gao

doi:10.1039/C6CC00997B

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Multifunctionalization of C₇₀ at the two polar regions with a high regioselectivity via oxazolination and benzylation reactions†

Shu-Hui Li,^a Zong-Jun Li,^a Takafumi Nakagawa,^b Il Jeon,^b Zheng Ju,^b Yutaka Matsuo*^b and Xiang Gao*^a

Author affiliations

* Corresponding authors

^a State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, Jilin 130022, China
E-mail: xgao@ciac.ac.cn

^b Department of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
E-mail: matsuo@chem.s.u-tokyo.ac.jp

Abstract

C₇₀ multiadducts with a novel 1,2,3,4,41,56,57,58-configuration were prepared via oxazolination and benzylation reactions. The structures of the adducts were determined by single crystal X-ray diffraction and spectral characterization. The compounds exhibit a high LUMO level, and result in a high open-circuit voltage in devices with P3HT.

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Article information

DOI: https://doi.org/10.1039/C6CC00997B
Article type: Communication
Submitted: 01 Feb 2016
Accepted: 18 Mar 2016
First published: 18 Mar 2016

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Chem. Commun., 2016,52, 5710-5713

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Multifunctionalization of C₇₀ at the two polar regions with a high regioselectivity via oxazolination and benzylation reactions

S. Li, Z. Li, T. Nakagawa, I. Jeon, Z. Ju, Y. Matsuo and X. Gao, Chem. Commun., 2016, 52, 5710 DOI: 10.1039/C6CC00997B

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Chemical Communications