Issue 3, 2009

A new method for separating the D3 and C2v isomers of C78

Abstract

A new chemical method has been applied to isolate isomers of C78. The photochemical cycloaddition of a mixture of C78(D3) and C78(C2v) with a disilirane affords only the mono-adduct of the C2v isomer of C78. Its counterpart does not give the mono-adduct with a disilirane. The D3 isomer itself and the adduct of the C2v isomer of C78 with a disilirane are easily separated by a HPLC procedure. A facile oxidative desilylation of the adduct takes place, resulting in the formation of pristine C78(C2v). In this context, the separation and isolation of the two isomers of C78 were successfully accomplished by using a silylation–oxidative desilylation process.

Graphical abstract: A new method for separating the D3 and C2v isomers of C78

Supplementary files

Article information

Article type
Paper
Submitted
13 May 2008
Accepted
10 Sep 2008
First published
27 Oct 2008

New J. Chem., 2009,33, 497-500

A new method for separating the D3 and C2v isomers of C78

A. H. Han, T. Wakahara, Y. Maeda, T. Akasaka, M. Fujitska, O. Ito, K. Yamamoto, M. Kako, K. Kobayashi and S. Nagase, New J. Chem., 2009, 33, 497 DOI: 10.1039/B808119K

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