Synthesis and structure of cycloperfluoroalkylated derivatives of C70, C70(C2F4) and C70(C4F8)n, n = 1–6

Natalia I. Gruzinskaya; Andrey I. Silin; Anna S. Pimenova; Pavel A. Khavrel; Vitaliy Yu. Markov; Lev N. Sidorov; Erhard Kemnitz; Sergey I. Troyanov

doi:10.1039/B9NJ00444K

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Synthesis and structure of cycloperfluoroalkylated derivatives of C₇₀, C₇₀(C₂F₄) and C₇₀(C₄F₈)_n, n = 1–6†

Natalia I. Gruzinskaya,^a Andrey I. Silin,^a Anna S. Pimenova,^a Pavel A. Khavrel,^a Vitaliy Yu. Markov,^a Lev N. Sidorov,^a Erhard Kemnitz^b and Sergey I. Troyanov*^a

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* Corresponding authors

^a Chemistry Department, Moscow State University, Leninskie gory, 119991 Moscow, Russia
E-mail: stroyano@thermo.chem.msu.ru
Fax: +7 495 9391240
Tel: +7 495 9395396

^b Institute of Chemistry, Humboldt University Berlin, Brook-Taylor-Str. 2, 12489 Berlin, Germany
E-mail: erhard.kemnitz@chemie.hu-berlin.de
Fax: +49 030 2093 7277
Tel: +49 030 20937555

Abstract

The addition reactions of biradicals thermally generated from 1,2-C₂F₄I₂ or 1,4-C₄F₈I₂ were applied to functionalize C₇₀ fullerene. The mixtures of C₇₀(C₂F₄)_m and C₇₀(C₄F₈)_n products were separated by HPLC resulting in several individual compounds. Molecular structures of new cycloperfluoroalkylated C₇₀, C₇₀(C₂F₄), C₇₀(C₄F₈) (two isomers), C₇₀(C₄F₈)₂, C₇₀(C₄F₈)₄, C₇₀(C₄F₈)₅ (two isomers), and C₇₀(C₄F₈)₆ (two isomers) were determined by single crystal X-ray diffraction and discussed in terms of their addition patterns and relative energies of their formation.

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Article information

DOI: https://doi.org/10.1039/B9NJ00444K
Article type: Paper
Submitted: 01 Sep 2009
Accepted: 02 Nov 2009
First published: 12 Jan 2010

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New J. Chem., 2010,34, 243-249

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Synthesis and structure of cycloperfluoroalkylated derivatives of C₇₀, C₇₀(C₂F₄) and C₇₀(C₄F₈)_n, n = 1–6

N. I. Gruzinskaya, A. I. Silin, A. S. Pimenova, P. A. Khavrel, V. Yu. Markov, L. N. Sidorov, E. Kemnitz and S. I. Troyanov, New J. Chem., 2010, 34, 243 DOI: 10.1039/B9NJ00444K

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