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

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

Research output: Contribution to journal › Article › peer-review

28 Citations (Scopus)

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^-.

Original language	English
Pages (from-to)	2109-2115
Number of pages	7
Journal	Journal of Materials Chemistry
DOIs	https://doi.org/10.1039/b202130g
Publication status	Published - Jan 1 2002
Externally published	Yes

All Science Journal Classification (ASJC) codes

Chemistry(all)
Materials Chemistry

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10.1039/b202130g

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Cu(i)-mediated regioselective tri-addition of Grignard reagent to [70]fullerene. Synthesis of indenyl-type metal ligand embedded into graphitic structure. / Sawamura, Masaya; Toganoh, Motoki; Iikura, Hitoshi; Matsuo, Yutaka; Hirai, Atsushi; Nakamura, Eiichi.

In: Journal of Materials Chemistry, 01.01.2002, p. 2109-2115.

Research output: Contribution to journal › Article › peer-review

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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-.",

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AU - Toganoh, Motoki

AU - Iikura, Hitoshi

AU - Matsuo, Yutaka

AU - Hirai, Atsushi

AU - Nakamura, Eiichi

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N2 - 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-.

AB - 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-.

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

Abstract

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