Issue 14, 2003
From the journal:

Organic & Biomolecular Chemistry

Regioselective synthesis of [60]fullerene η5-indenide R3C60− and η5-cyclopentadienide R5C60− bearing different R groups

Motoki Toganoh,a   Kazuhiro Suzuki,a   Rie Udagawa,a   Atsushi Hirai,†a   Masaya Sawamura‡a  and  Eiichi Nakamura*a  

* Corresponding authors

a Department of Chemistry, The University of Tokyo, Bunkyo-ku, Tokyo 113-0033, Japan
E-mail: nakamura@chem.s.u-tokyo.ac.jp
Fax: +81-3-5800-6889
Tel: +81-3-5800-6889

Abstract

Treatment of a 1,7-diorgano[60]fullerene with Grignard reagents or organocopper reagents affords a [60]fullerene indenide or a [60]fullerene cyclopentadienide regioselectively in good to excellent yields. These reactions gave an insight into the reaction mechanism of the organocopper penta-addition reaction of [60]fullerene, giving [60]fullerene cyclopentadienide in quantitative yield.

Graphical abstract: Regioselective synthesis of [60]fullerene η5-indenide R3C60− and η5-cyclopentadienide R5C60− bearing different R groups

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Article information

DOI
https://doi.org/10.1039/B302468G
Article type
Paper
Submitted
10 Mar 2003
Accepted
02 Jun 2003
First published
16 Jun 2003

Org. Biomol. Chem., 2003,1, 2604-2611

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Regioselective synthesis of [60]fullerene η5-indenide R3C60− and η5-cyclopentadienide R5C60− bearing different R groups

M. Toganoh, K. Suzuki, R. Udagawa, A. Hirai, M. Sawamura and E. Nakamura, Org. Biomol. Chem., 2003, 1, 2604 DOI: 10.1039/B302468G

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