Cu(I)-mediated regioselective tri-addition of Grignard reagent to [70]fullerene. Synthesis of indenyl-type metal ligand embedded into graphitic structure

Masaya Sawamura; Motoki Toganoh; Hitoshi Iikura; Yutaka Matsuo; Atsushi Hirai; Eiichi Nakamura

doi:10.1039/B202130G

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Masaya Sawamura,†^a Motoki Toganoh,^a Hitoshi Iikura,^a Yutaka Matsuo,^a Atsushi Hirai ‡^a and Eiichi Nakamura*^a

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^a Department of Chemistry, The University of Tokyo, Bunkyo-ku, Tokyo, Japan
E-mail: nakamura@chem.s.u-tokyo.ac.jp
Fax: +81-3-5800-6889
Tel: +81-3-5800-6889

Abstract

A variety of [70]fullerene derivatives bearing three organic groups C₇₀R₃H (1, R = aryl, methyl) have been synthesized in 90–99% isolated yield by the reaction of [70]fullerene with a Grignard reagent in the presence of CuBr·S(CH₃)₂. Deprotonation of C₇₀R₃H with a metal alkoxide gave the corresponding metal complex M(η⁵-C₇₀R₃) [M = K (2), Tl (3)]. X-ray crystallographic analysis as well as theoretical study revealed the nature of the 68π-electron ligand, C₇₀R₃⁻.

This article is part of the themed collection: Functionalised Fullerenes

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Supplementary files

Crystal structure data TXT (34K)

Article information

DOI: https://doi.org/10.1039/B202130G
Article type: Paper
Submitted: 28 Feb 2002
Accepted: 24 Apr 2002
First published: 10 May 2002

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J. Mater. Chem., 2002,12, 2109-2115

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