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Nitrosonium complexes of fluorene and 9,9-dimethylfluorene

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Abstract

The reaction of fluorene and 9,9-dimethylfluorene with nitrosonium tetrachloroaluminate was investigated using 1H and 13C NMR spectroscopy with deuterium perturbation. The arising positively charged complexes with one and two nitrosonium cations are involved into an interconversion fast in the NMR time scale. The data of quantum-chemical calculations performed by DFT method (basic Λ02) indicate the higher stability of single-charged π-complexes of 2η type compared with the π-complexes corresponding to the addition of two NO+ cations. In the dication π-complexes the transoid position of the NO groups is more favorable than the cisoid position.

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Authors and Affiliations

  1. Ivan Franko L’vov National University, L’vov, 79005, Ukraine

    G. I. Borodkin, I. R. Elanov, R. V. Andreev & V. G. Shubin

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  1. G. I. Borodkin
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  2. I. R. Elanov
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  3. R. V. Andreev
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  4. V. G. Shubin
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Correspondence to G. I. Borodkin.

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Original Russian Text © G.I. Borodkin, I.R. Elanov, R.V. Andreev, V.G. Shubin, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 5, pp. 705–711.

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Borodkin, G.I., Elanov, I.R., Andreev, R.V. et al. Nitrosonium complexes of fluorene and 9,9-dimethylfluorene. Russ J Org Chem 45, 687–693 (2009). https://doi.org/10.1134/S1070428009050078

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  • DOI: https://doi.org/10.1134/S1070428009050078

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